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1
Click Chemistry
“Click Chemistry” is a term which was first described by K. B.
Sharpless in 2001 to describe reactions that afford products in ● Research of Various Pharmaceutical
high yields and in excellent selectivities by carbon-hetero bond Lead Candidates
formation reactions. The term “Click” means joining molecular a) Application of Anti-HIV Agent Discovery 3)
pieces as easily as clicking together the two pieces of a seat belt Whiting and Sharpless et al. have reported the synthesis of a
buckle. In general, the definition of click chemistry is described as series of 1,4-disubstituted-1,2,3-triazoles as potential candidates
follows: for HIV protease inhibitors in a combination of azide-containing
fragments with a diverse array of functionalized alkyne-
1. give very high chemical yields of desired products containing building blocks by using click chemistry. After further
2. combination of readily available simple building blocks optimization, it was revealed that 1 has the highest activity,
3. generate almost no byproducts exhibiting 8 nM of Ki value.
4. simple product isolation by non-chromatographic methods
O
5. reaction proceeds in water, as well as in organic solvents R HN O
O
(36 Alkynes) Ph R= N Cl
HN Ph
O CuSO4, Cu N
Ph N
While there are a number of reactions that fulfill this criteria, the Ph t
BuOH / H2O (1 : 1), N
N Ki = 23 nM (minimum)
N3 50 C°, 5 days R
Hüisgen 1,3-dipolar [3 + 2] cycloaddition1) of azides and alkynes
has emerged as the frontrunner. In general, the 1,2,3-triazole ring O
+
+ N
N N N
OMOM
OH
TBTA
[T2993]
H3C OH
O
HO
This reaction system affords desired products in almost 100% HO
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Click Chemistry
● Bioscience
O
O
H H
O + N O C Fluorophore
Bioconjugation (example: surface modification of virus)6) O NH2
O N O O
In general, viruses are made up of a number of protein subunits, H
[B4062]
and capsids, which enclose DNA or RNA, are formed as protein
shells. In particular, in the case of spherical viruses, the capsids
have an icosahedral symmetry form with sixty protein subunits.
Finn and Sharpless et al. have reported the modification of the H H
O
H
exterior surface of a spherical virus, cowpea mosaic virus by O N
O
O
N Fluorophore
H
O
azides or alkynes, followed by the labeling of these species using 9
H H HO O O
N N N3
strain-promoted H H
O O 60 O
alkyne-azide cycloaddition H
(SPAAC) O N Fluorophore
CO2H O N O
Virus capsid 5 H
O
H H
N N
CH3
O N R
O O 60 H N
O
7 (R = - C CH ) CH3
6
8 (R = - CH2CH2N3) N
O
H H
N strain-promoted O
N H
O alkyne-nitrone cycloaddition O N Fluorophore
Cu(I) N (SPANC) O N O
5 + 7 HN H
Dye n O
N N
Cu(I)
N Additionally, Hosoya et al. have reported the “double-click reaction”
O
6 + 8
HN applying 5,6,11,12-tetradehydrodibenzo[a,e]cyclooctene [T3241]
Dye n
17)
in click chemistry. The high reactivity of the two alkyne moieties
allows the reaction to proceed smoothly without using metal
Thus, click chemistry has been widely used as a methodology of catalysts, such as a copper salt.18)
synthesizing novel molecules in a number of research fields. Other
than these applications, click chemistry also has been applied in
various fields, such as the synthesis of dendrimers,7) dendrons,8)
calyxarenes,9) rotaxanes,10) catenanes,11) the development of
chemical sensors,12) and the labeling of DNA.13)
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Click Chemistry
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Click Chemistry
OTIPS OTIPS 15) N. J. Agard, J. A. Prescher, C. R. Bertozzi, J. Am. Chem. Soc. 2004, 126, 15046.
16) X. Ning, R. P. Temming, J. Dommerholt, J. Guo, D. B. Ania, M. F. Debets, M. A.
Wolfert, G.-J. Boons, F. L. van Delft, Angew. Chem. Int. Ed. 2010, 49, 3065.
17) H. N. C. Wong, P. J. Garratt, F. Sondheimer, J. Am. Chem. Soc. 1974, 96, 5604.
18) I. Kii, A. Shiraishi, T. Hiramatsu, T. Matsushita, H. Uekusa, S. Yoshida, M.
Yamamoto, A. Kudo, M. Hagiwara, T. Hosoya, Org. Biomol. Chem. 2010, 8,
References 4051.
1) R. Huisgen, Angew. Chem. Int. Ed. 1963, 2, 565. 19) M. Kitamura, M. Yano, N. Tashiro, S. Miyagawa, M. Sando, T. Okauchi, Eur. J.
2) Q. Wang, T. R. Chan, R. Hilgraf, V. V. Fokin, K. B. Sharpless, M. G. Finn, J. Am. Org. Chem. 2011, 458.
Chem. Soc. 2003, 125, 3192; T. R. Chan, R. Hilgraf, K. B. Sharpless, V. V. Fokin, 20) M. Ochiai, T. Ito, Y. Takaoka, Y. Masaki, M. Kunishima, S. Tani, Y. Nagao, J. Chem.
Org. Lett. 2004, 6, 2853. Soc. Chem. Commun. 1990, 118.
3) M. Whiting, J. C. Tripp, Y. -C. Lin, W. Lindstrom, A. J. Olson, J. H. Elder, K. B. 21) S. Ohira, Synth. Commun.1989, 19, 561
Sharpless, V. V. Fokin, J. Med. Chem. 2006, 49, 7697. 22) S. Müller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett 1996, 521.
4) M. L. Conte, A. Marra, A. Chambery, S. S. Gurcha, G. S. Besra, A. Dondoni, J. 23) J. D. White, P. R. Blakemore, C. C. Browder, J. Hong, C. M. Lincoln, P. A.
Org. Chem. 2010, 75, 6326. Nagomyy, L. A. Robarge, D. J. Wardrop, J. Am. Chem. Soc. 2001, 123, 8593.
5) J. S. Park, Y. H. Kim, M. Song, C. -H. Kim, M. A. Karim, J. W. Lee, Y. -S. Gal, P. 24) M. Aswad, J. Chiba, T. Tomohiro. Y. Hatanaka, Chem. Commun. 2013, 49,
Kumar, S. -W. Kang, S. -H., Macromol. Chem. Phys. 2010, 211, 2464. 10242.
6) Q. Wang, T. R. Chan, R. Hilgraf, V. V. Fokin, K. B. Sharpless, M. G. Finn, J. Am.
Chem. Soc. 2003, 125, 3192.
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The list of products
We introduce our products according to their application.
Azides・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 7
Organic Azides・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 7
PEG Azides・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 8
Sugar Azides・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 9
Terminal Alkynes・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 10
Aliphatic Hydrocarbons・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 10
Aromatic Hydrocarbons・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 10
Alcohols・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 12
Carboxylic Acids & Esters・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 13
Amines・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 13
Heterocyclic Compounds・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 14
Polyethylene Glycols (PEG)・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 14
Others・ ・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・・ 15
Metal Catalysts, O O
Cu2 CF3
O
S OCu .
Ligands
CH3 C O
CH3 OCu 2 . H 2O O 2
Copper(I) Trifluoromethane-
Copper(I) Acetate Copper(II) Acetate Monohydrate sulfonate Benzene Complex
CAS RN: 598-54-9 CAS RN: 6046-93-1 CAS RN: 42152-46-5
T2665 5g T2666 1g 5g 25g C2312 1g 5g C1952 25g 300g R0074 1g 5g
O
(CH3CN)4Cu PF6 (CH3CN)4Cu BF4 S CuCN RuCl3 . xH2O
Cu O
Tetrakis(acetonitrile)copper(I) Tetrakis(acetonitrile)copper(I) Copper(I) Ruthenium(III) Chloride
Hexafluorophosphate Tetrafluoroborate 2-Thiophenecarboxylate Copper(I) Cyanide Hydrate
CAS RN: 64443-05-6 CAS RN: 15418-29-8 CAS RN: 68986-76-5 CAS RN: 544-92-3 CAS RN: 14898-67-0
C3042 200mg T2993 1g 5g T3170 200mg 1g T3171 200mg H0149 25g 250g
N N N
N N OH
Ru HN N
Cl Cl
N
N N O
Ru Ru N N N
N
Cl Cl N N N N
Ru N
NH OH
N N HO N N HN
N
H
N N N NH2
Chloro(pentamethylcyclo- Tris[(1-benzyl-1H-1,2,3-triazol- OH
pentadienyl)ruthenium(II) Tetramer 4-yl)methyl]amine (TBTA) Tris(2-benzimidazolylmethyl)amine THPTA L-Histidine
CAS RN: 113860-07-4 CAS RN: 510758-28-8 CAS RN: 64019-57-4 CAS RN: 760952-88-3 CAS RN: 71-00-1
B0989 1g
NaO3S SO3Na
. xH2O
N N
Bathophenanthrolinedisulfonic
Acid Disodium Salt Hydrate
CAS RN: 53744-42-6
A3079 1g A2729 200mg
O
Organic O
Azides Azides
N3
OH N3 OH
C OH C OH
C OH
O F F
OH
N3
O CH3 N3 NH2 F F
N3
N3 N3 4-Azido-2,3,5,6-tetrafluoro-
Ethyl Azidoacetate 3-Azidopropylamine 4-Azidobenzoic Acid 4-Azidosalicylic Acid benzoic Acid
CAS RN: 637-81-0 CAS RN: 88192-19-2 CAS RN: 6427-66-3 CAS RN: 66761-27-1 CAS RN: 122590-77-6
S0860 10mg S0952 200mg 1g A2791 200mg 1g B3790 10mg D1606 25g
O
O CH2N3
F O
O
F N
N3 N O N3
O OH
O H
N3 CH CH N3
O N
S
S
N
O N3 F OH O H
NO2 N3
SO3Na NaO3S .4H2O
F
N-Succinimidyl 5-Azido- N-Succinimidyl 4-Azido- Bis[2-(4-azidosalicyl- Disodium 4,4'-Diazidostilbene-
2-nitrobenzoate 2,3,5,6-tetrafluorobenzoate 1-(Azidomethyl)pyrene amido)ethyl] Disulfide 2,2'-disulfonate Tetrahydrate
CAS RN: 60117-35-3 CAS RN: 126695-58-7 CAS RN: 1006061-57-9 CAS RN: 199804-21-2 CAS RN: 2718-90-3
A2942 25mg 100mg A2052 1g 5g A3020 250mg A3023 250mg A3129 50mg 200mg
O O
CH3
HN HN O O N3
HO O N HO O N N3 N3
O OH OH OH
O N
HN HN
N3 Fmoc Fmoc Boc O
OH N3
N3-dU 3'-Azido-3'-deoxythymidine 4-Azido-N-Fmoc-L-homoalanine 6-Azido-N-Fmoc-L-norleucine cis-4-Azido-N-Boc- L-proline
CAS RN: 26929-65-7 CAS RN: 30516-87-1 CAS RN: 942518-20-9 CAS RN: 159610-89-6 CAS RN: 132622-65-2
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Click Chemistry
O
N
PEG CH3
O
N3 CH3
O
N3
O
Azides
O
8
CH3 N3
N3 4 12
N-Succinimidyl
4-Azidobenzoate Methyl-PEG4-Azide Methyl-PEG8-Azide Methyl-PEG12-Azide
CAS RN: 53053-08-0 CAS RN: 606130-90-9 CAS RN: 869718-80-9 CAS RN: 2170098-29-8
M3050 25mg 100mg A2294 100mg A2500 100mg A3130 250mg 1g A2363 200mg 1g 5g
N3 O
O NH2
O O O N3 O O O O
CH3 N N3 O OH O O OH N3 O NH2
24 3
. CH3 SO3H
O
N3 O O
O O
O OH
O O O O
N3 NH2 N3 NH2 N3 O OH N3 N
4 11
. NH2
O 4 O
O
Amino-PEG3-Azide Amino-PEG11-Azide Azido-PEG2-acetic Acid CHA Salt Azido-PEG3-acetic Acid Azido-PEG4-NHS Ester
CAS RN: 951671-92-4 CAS RN: 1800414-71-4 CAS RN: 2098500-94-6 CAS RN: 172531-37-2 CAS RN: 944251-24-5
B5546 100mg A2523 100mg A3006 100mg A3202 10mg A3260 100mg
O O
HN NH HN NH O
H H H H H H H
N O N3 O O
N O O H N
N3 O O OH
H(OCH2CH2)8N3
O O
S O O N3 N O N3 O
O S O O O
N CH3
O H
Azido-PEG4-C2-carboxylic
Biotin-PEG4-Azide Biotin-PEG3-Azide PEG8-Azide Azide-PEG3-Desthiobiotin Acid
CAS RN: 1309649-57-7 CAS RN: 875770-34-6 CAS RN: 352439-36-2 CAS RN: 1426828-06-9 CAS RN: 1257063-35-6
B6081 250mg B6265 1set B6266 1set G0257 1g 5g
AcO
Sugar
O
O OAc
HN NH HN NH O
O O H H H H
AcO O N3
H H
O O
Azides
Br O N3 N O N3 N O O
S O O S O O N3 AcO
O
O
2-[2-(2-Azidoethoxy)ethoxy]-
ethyl 2,3,4,6-Tetra-O-acetyl-
Bromo-PEG3-Azide Biotin-PEG3-Azide (2mg×5) Biotin-PEG4-Azide (2mg×5) D -galactopyranoside
CAS RN: 1446282-43-4 CAS RN: 875770-34-6 CAS RN: 1309649-57-7 CAS RN: 381716-33-2
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Click Chemistry
Ph
HO OH
α β
Neu5Ac Gal GlcNAc O HO O
2 6 1 4 β 1 OH OH
2
AcO O HO
Man OAc AcO OAc O HO O
α 1 Ph O HO
6 β β β O O O O HO O O O OH
Man GlcNAc GlcNAc O Ethylazide O
α 3
1 4 1 4 1 AcO O O OCH3 AcO O O OCH3 N3 O OH
1
OAc N3 AcHN AcHN O
Man OAc N3 HO O
β 2 HO O
α β 1 HO N3
Neu5Ac
2 6
Gal
1 4
GlcNAc HO
N3 OAc SPh O
O
AcO O COOCH3 HO
HN O HO OH HOOC
OH
O OH HO OH
OH
AcO HO O O O O
O
AcO HO O OCH3 O O O O
AcHN HO
HO AcHN HO HO O
N3
HO
O N3 CH3 O
OH
4-Methoxyphenyl 2-Azido- HO OH
Neu5GcAc[1Me,478Ac,9N3]- 4,6-O-benzylidene-2-deoxy-
β-SPh β- D -galactopyranoside Sialyl Lewis X-Lactose
CAS RN: 1195053-25-8 CAS RN: 1340541-47-0 Ethylazide
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Click Chemistry
Aliphatic
Terminal Alkynes Hydrocarbons CH3 C CH CH3 C CH
CH3 CH3
HC C CH2CH2 C CH HC C CH2CH2 CH CH2 CH3 C C CH CH3(CH2)3C CH CH3 CH CH2C CH
CH3
1,5-Hexadiyne
(stabilized with BHT) 1-Hexen-5-yne 3,3-Dimethyl-1-butyne 1-Hexyne 4-Methyl-1-pentyne
CAS RN: 628-16-0 CAS RN: 14548-31-3 CAS RN: 917-92-0 CAS RN: 693-02-7 CAS RN: 7154-75-8
C1195 1g 5g H0483 1mL 5mL H0048 25mL M0271 5mL C1522 5mL 25mL
Cl CH3
CH3 CH C CH HC C(CH2)3C CH CH3(CH2)4C CH CH3 CH CH2CH2 C CH HC C CH2CH2CH2Cl
C CH
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Click Chemistry
E0196 25mL 100mL 500mL P1956 1g 5g E0655 5g 25g E0665 1g 5g 25g A1122 5g 25g
C CH C CH CH3 NH2
CH2C CH
C CH C CH
3-Phenyl-1-propyne CH3
Ethynylbenzene (stabilized with BHT) 4-Ethynyltoluene 3-Ethynyltoluene 3-Ethynylaniline
CAS RN: 536-74-3 CAS RN: 10147-11-2 CAS RN: 766-97-2 CAS RN: 766-82-5 CAS RN: 54060-30-9
E0654 5g F0470 1g 5g D2496 1g 5g D2151 1g 5g E0987 1g
O
C CH C CH C CH C CH C H
F
C CH
F C CH C CH
1-Ethynyl-2-fluorobenzene 1-Ethynyl-4-fluorobenzene 1,3-Diethynylbenzene 1,4-Diethynylbenzene 4-Ethynylbenzaldehyde
CAS RN: 766-49-4 CAS RN: 766-98-3 CAS RN: 1785-61-1 CAS RN: 935-14-8 CAS RN: 63697-96-1
E0749 5g 25g P0358 5mL P2222 5g 25g E0603 1g 5g 25g C2670 1g 5g
C CH C CH C CH
1-Ethyl-4-ethynylbenzene 4-Phenyl-1-butyne Phenyl Propargyl Ether 4-Ethynylanisole 1-Chloro-4-ethynylbenzene
CAS RN: 40307-11-7 CAS RN: 16520-62-0 CAS RN: 13610-02-1 CAS RN: 768-60-5 CAS RN: 873-73-4
C2750 1g 5g E1169 1g 5g E0750 5g 25g E1041 1g E1029 1g 5g
O
Cl C CH C CH OCH2CH3
C OH
C CH F
F CH2CH2CH3 C CH
C CH
2-Chlorophenylacetylene 1-Ethynyl-2,4-difluorobenzene 1-Ethynyl-4-propylbenzene 4-Ethynylbenzoic Acid 4-Ethoxyphenylacetylene
CAS RN: 873-31-4 CAS RN: 302912-34-1 CAS RN: 62452-73-7 CAS RN: 10602-00-3 CAS RN: 79887-14-2
T2760 1g 5g E0933 100mg D4878 1g 5g E1078 1g B2301 5g 25g
C CH C CH F C CH
C CH CH3 F
HC C C CH HC C HC C F
CH3 (CH2)3CH3
1,3,5-Triethynylbenzene 2-Ethynylnaphthalene 1,5-Diethynyl-2,4-dimethylbenzene 5-Ethynyl-1,2,3-trifluorobenzene 1-Butyl-4-ethynylbenzene
CAS RN: 7567-63-7 CAS RN: 2949-26-0 CAS RN: 1379822-09-9 CAS RN: 158816-55-8 CAS RN: 79887-09-5
P2339 200mg 1g E1175 200mg 1g E0626 1g 5g E0563 5g 25g B3701 1g 5g
O
C H C CH C CH C CH Br
CH3O OCH3
OCH2 C CH CF3 (CH2)4CH3 C CH
4-(Propargyloxy)benzaldehyde 1-Ethynyl-3,5-dimethoxybenzene 1-Ethynyl-4-(phenylethynyl)benzene 1-Ethynyl-4-pentylbenzene 1-Bromo-4-ethynylbenzene
CAS RN: 5651-86-5 CAS RN: 171290-52-1 CAS RN: 705-31-7 CAS RN: 79887-10-8 CAS RN: 766-96-1
B4608 1g 5g E1130 200mg 1g E1170 1g 5g B4521 200mg 1g B4607 1g 5g
C CH
Br SO2NH2 OCH2 C CH OCH2C CH
C CH
OCH2 C CH
OCF3
C CH OCH2C CH
1-Ethynyl-4-(trifluoromethoxy)-
2-Bromophenylacetylene 4-Ethynylbenzenesulfonamide benzene 1,3-Bis(2-propynyloxy)benzene 1,4-Bis(2-propynyloxy)benzene
CAS RN: 766-46-1 CAS RN: 1788-08-5 CAS RN: 160542-02-9 CAS RN: 26627-36-1 CAS RN: 34596-36-6
E0564 5g 25g D4233 200mg 1g E0967 200mg 1g E0939 200mg 1g T3135 200mg 1g
C CH C CH
OCH2 C CH
HC C C CH C C C CH
HC C CH2O OCH2 C CH
(CH2)5CH3 1-Ethynyl-4-(phenylethynyl)-
1-Ethynyl-4-hexylbenzene 4,4'-Diethynylbiphenyl benzene 1-Ethynylpyrene 1,3,5-Tris(2-propynyloxy)benzene
CAS RN: 79887-11-9 CAS RN: 38215-38-2 CAS RN: 92866-00-7 CAS RN: 34993-56-1 CAS RN: 114233-80-6
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Click Chemistry
HC C C CH
C CH 1-Bromo-
Tetrakis(4-ethynylphenyl)methane 1-(2-Propynyloxy)naphthalene 2-(2-Propynyloxy)naphthalene 1-[(2-Propynyloxy)methyl]pyrene 3,5-diethynylbenzene
CAS RN: 177991-01-4 CAS RN: 18542-45-5 CAS RN: 20009-28-3 CAS RN: 1115084-83-7 CAS RN: 144001-08-1
C3099 1g 5g D5314 200mg 1g D5315 200mg 1g E0627 1g 5g E1141 1g 5g
Cl C CH C CH OCH3
CH3 OCH3
C CH
C CH CH3 CH3O C CH
C CH C CH
1-Chloro- 1,4-Diethynyl- 1,4-Diethynyl-
3-ethynylbenzene 2,5-dimethylbenzene 2,5-dimethoxybenzene 3-Ethynylanisole 4-Ethynylbiphenyl
CAS RN: 766-83-6 CAS RN: 75867-45-7 CAS RN: 74029-40-6 CAS RN: 768-70-7 CAS RN: 29079-00-3
E1232 1g E1301 1g 5g E1349 1g E1352 1g 5g E1353 1g 5g
F3C
F F
C CH
CH3CH2CH2 C CH HC C F C CH
F3C
1-Ethynyl-4-(trans- F 1-Ethynyl-
4-propylcyclohexyl)- C CH 4-Ethynyl- 1-Ethynyl- 3,5-bis(trifluoromethyl)-
benzene 9-Ethynylphenanthrene 1,2-difluorobenzene 3,5-difluorobenzene benzene
CAS RN: 88074-73-1 CAS RN: 32870-98-7 CAS RN: 143874-13-9 CAS RN: 151361-87-4 CAS RN: 88444-81-9
E1361 1g 5g E1362 1g 5g E1420 1g N1148 200mg 1g P2338 200mg 1g
O O
CH3 C H O2 N
C H
CH3
C CH OCH2 C CH
CH3 C CH HC C Si CH3 C CH
CH3
CH3
2-Ethynyl- (4-Ethynylphenyl)- 2-(Propargyloxy)-
1,3,5-trimethylbenzene trimethylsilane 2-Ethynylbenzaldehyde 3-Nitrophenylacetylene benzaldehyde
CAS RN: 769-26-6 CAS RN: 16116-92-0 CAS RN: 38846-64-9 CAS RN: 3034-94-4 CAS RN: 29978-83-4
P0536 25mL 100mL 500mL B0799 5mL 25mL B2909 1g 5g B2910 1g 5g
HC HC
Alcohols HC C CH2OH HC C CH2CH2OH C CH3 C CH3
OH OH
2-Propyn-1-ol 3-Butyn-1-ol (R)-(+)-3-Butyn-2-ol (S)-(-)-3-Butyn-2-ol
CAS RN: 107-19-7 CAS RN: 927-74-2 CAS RN: 42969-65-3 CAS RN: 2914-69-4
B1001 5mL 25mL M0180 25mL 500mL P0069 10g P0817 5mL 25mL P0818 5mL
HC CH3
C CH3
HC C C OH CH3CH2 CH C CH HC C CH2CH2CH2OH HC C CH2 CH CH3
OH CH3 OH OH
3-Butyn-2-ol 2-Methyl-3-butyn-2-ol 1-Pentyn-3-ol 4-Pentyn-1-ol 4-Pentyn-2-ol
CAS RN: 2028-63-9 CAS RN: 115-19-5 CAS RN: 4187-86-4 CAS RN: 5390-04-5 CAS RN: 2117-11-5
M1312 5mL 25mL H0141 5mL 25mL H0687 5mL 25mL H0462 5mL M0396 25mL 100mL 500mL
CH3 OH
HC C C CH CH2 CH3CH2CH2 CH C CH HC C (CH2)4OH HC C CH2 CH CH2CH3 CH3CH2 C C CH
OH OH OH CH3
3-Methyl-1-penten-4-yn-3-ol 1-Hexyn-3-ol 5-Hexyn-1-ol 5-Hexyn-3-ol 3-Methyl-1-pentyn-3-ol
CAS RN: 3230-69-1 CAS RN: 105-31-7 CAS RN: 928-90-5 CAS RN: 19780-84-8 CAS RN: 77-75-8
H0905 100mg 1g D1276 10mL E0273 25mL H0455 1mL 5mL H1474 5mL
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Click Chemistry
M0961 5mL E0297 25g 500g D0737 25mL 100mL 500mL O0235 1g 5g O0196 25mL 250mL
HO C CH
CH3 CH3 CH3 CH CH
CH3 C CH3 C
CH3 CH CH2 CH C CH CH3 CHCH2 C C CH
OH OH OH OH
O CH2CH3
HC C(CH2)6OH HC C CH C OCH2CH3 HC HC C(CH2)8OH CH3(CH2)3 CH CH C CH
OH OH OH
HC C OH
Carboxylic O
HC C (CH2)9OH
C OH Acids & Esters CH C C OH
HC
10-Undecyn-1-ol 9-Ethynyl-9-fluorenol 1,1-Diphenyl-2-propyn-1-ol Propiolic Acid
CAS RN: 2774-84-7 CAS RN: 13461-74-0 CAS RN: 3923-52-2 CAS RN: 471-25-0
B4969 200mg H0905 100mg 1g H0882 5g 25g U0054 1g 5g H0964 5g 25g
O O O O O
HC C CH2 C OH HC C CH C OH HC C CH2CH2CH2 C OH HC C (CH2)8 C OH CH3(CH2)5 CH C OH
OH CH2C CH
3-Butynoic Acid 2-Hydroxy-3-butynoic Acid 5-Hexynoic Acid 10-Undecynoic Acid 2-Hexyl-4-pentynoic Acid
CAS RN: 2345-51-9 CAS RN: 38628-65-8 CAS RN: 53293-00-8 CAS RN: 2777-65-3 CAS RN: 96017-59-3
P0528 5mL 25mL P0529 5mL 25mL P1038 5g 25g H0823 1g D4616 1g 5g
O O O CH3 O
O
C OCH2CH3
CH C C OCH3 HC C C OCH2CH3 CH C C O C CH3 HC C CH C OCH2CH3 HC C CH2CH
C OCH2CH3
CH3 OH O
Methyl Propiolate Ethyl Propiolate tert-Butyl Propiolate Ethyl 2-Hydroxy-3-butynoate Diethyl 2-Propynylmalonate
CAS RN: 922-67-8 CAS RN: 623-47-2 CAS RN: 13831-03-3 CAS RN: 18418-08-1 CAS RN: 17920-23-9
B4007 1g F0926 1g P2341 1g 5g P0911 5mL 25mL
O O
O
HC
HN
OH
HC
OH HC C CH2CH2 C OH Amines HC CCH2NH2
Boc HN
Fmoc
Boc-propargyl-Gly-OH Fmoc-propargyl-Gly-OH 4-Pentynoic Acid Propargylamine
CAS RN: 63039-48-5 CAS RN: 198561-07-8 CAS RN: 6089-09-4 CAS RN: 2450-71-7
P0990 5g 25g P2166 1g 5g D4685 1mL 5mL D2794 5mL 25mL D2817 5mL
CH
C
HC CH3
HC CCH2NH2 . HCl C O
NH2 C N C HC
C N CH3 N CH3
HC H CH CH3
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NH2
CH3
C N C
HC C N HC CH
. CH3SO3H N
CH3
C HC C C CH
NHCH2C CH CH
4-Ethynyl- OCH2 C CH Tris(4-ethynylphenyl)-
N,N-dimethylaniline 4-(2-Propynyloxy)aniline Rasagiline Mesylate Tripropargylamine amine
CAS RN: 17573-94-3 CAS RN: 26557-78-8 CAS RN: 161735-79-1 CAS RN: 6921-29-5 CAS RN: 189178-09-4
T3169 1g 5g P1624 25g P2191 200mg 1g P2228 200mg 1g
OCH2 C CH
H
Compounds CH3 N
O
CH3 O OCH2 C CH
C
N
CH2 C CH
2-(2-Propynyloxy)- CH
4-Propargyloxy-TEMPO Free Radical tetrahydropyran N-(2-Propynyl)succinimide 1-Propargylpiperazine
CAS RN: 147045-24-7 CAS RN: 6089-04-9 CAS RN: 10478-33-8 CAS RN: 52070-67-4
P2170 200mg 1g P1469 5g 25g P2329 5g 25g P2342 1g 5g E0579 1g 5g
CH2C CH CH2C CH O
O O
N N
O
N CH2 C CH N OCH2 C CH
O S C
O O HC O
4-Propargylthiomorpholine O O
4-Propargylmorpholine 1,1-Dioxide N-Propargylphthalimide N-(Propargyloxy)phthalimide 4-Ethynylphthalic Anhydride
CAS RN: 5799-76-8 CAS RN: 10442-03-2 CAS RN: 7223-50-9 CAS RN: 4616-63-1 CAS RN: 73819-76-8
E0915 1g 5g E0892 1g 5g E0340 1mL 5mL E0560 1g 5g E0561 100mg 500mg
C CH
C CH
C CH
S C CH
S N C CH N N
Br
N Br HC C C CH HC C
HC C N C CH N C CH N N C CH
C CH 4-Bromo- 5-Bromo-
9-(4-Ethynylphenyl)carbazole 2,6-diethynylpyridine 2-ethynylpyridine 3,5-Diethynylpyridine 2,5-Diethynylpyridine
CAS RN: 262861-81-4 CAS RN: 1374038-64-8 CAS RN: 111770-86-6 CAS RN: 67227-90-1 CAS RN: 137000-75-0
E1091 200mg E1092 200mg 1g F1222 25mg M3184 1g 5g P2139 25mg 100mg
HO O OH OH
HC C C N O
N O
C CH O N O
S O
HC C O O HN CH2 C CH
HC C O 1-(4-Morpholinophenyl)-
2-Ethynylbenzothiazole 7-Ethynylcoumarin 5-FAM-Alkyne 1-phenylprop-2-yn-1-ol N-Propargylmaleimide
CAS RN: 40176-80-5 CAS RN: 270088-04-5 CAS RN: 510758-19-7 CAS RN: 194940-93-7 CAS RN: 209395-32-4
P2249 25mg 100mg D4580 1g T3114 1g 5g P2283 25mg
Polyethylene HC
C O O HO O
O
N
Glycols (PEG) 4
OCH3 HO O C O O C
CH
C O O
CH HC 5 O
2-[2-(2-Propyn-1-yloxy)- Triethylene Glycol
mPEG4-Alkyne ethoxy]ethanol Monopropargyl Ether Alkyne-PEG5-NHS Ester
CAS RN: 1101668-39-6 CAS RN: 7218-43-1 CAS RN: 208827-90-1 CAS RN: 1393330-40-9
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O
Others
HC
O C O O
C O NH2 O C HC
C O O C
CH
HC C C CH3
HC CH
CH3
H 3C
O CH3 CH2 N CH2 C CH O O
H 3C
HC CCH2NH C O C CH3 B C CH CH3 S C CH CH C(CH2)4CN
H 3C O
CH3 O
H 3C
N-(tert-Butoxycarbonyl)-
propargylamine N-Methyl-N-propargylbenzylamine Ethynylboronic Acid Pinacol Ester Ethynyl p-Tolyl Sulfone 6-Heptynenitrile
CAS RN: 92136-39-5 CAS RN: 555-57-7 CAS RN: 347389-74-6 CAS RN: 13894-21-8 CAS RN: 15295-69-9
P1438 5g 25g P2335 1g 5g P2336 1g 5g B5958 1g D4963 1g 5g
O
O
HC C CH2 C OCH3
P CH2C CH Br
C N O C
HC C CH2 O CH2 C CH HC C CH2 S CH2 C CH HC H HC C CH2 C OCH3
O
Triphenylpropargyl- Dimethyl
phosphonium Bromide Propargyl Ether Propargyl Sulfide N-Carbobenzoxypropargylamine Dipropargylmalonate
CAS RN: 2091-46-5 CAS RN: 6921-27-3 CAS RN: 13702-09-5 CAS RN: 120539-91-5 CAS RN: 63104-44-9
M2768 1g 5g P2374 1g 5g P2603 1g T1239 5mL 25mL 250mL T1683 5mL 25mL
O O CH3
C OCH3 C NH C C CH O
CH3
CH3 CH(CH3)2
F3C N C CH3 Si C CH (CH3)2CH Si C CH
H CH
Cl Cl CH3 CH(CH3)2
C CH
Methyl 4-Ethynylbenzoate Propyzamide N-Propargyltrifluoroacetamide Trimethylsilylacetylene Triisopropylsilylacetylene
CAS RN: 3034-86-4 CAS RN: 23950-58-5 CAS RN: 14719-21-2 CAS RN: 1066-54-2 CAS RN: 89343-06-6
T2387 1g 5g
CH2CH3
CH3CH2 Si C CH
CH2CH3
Triethylsilylacetylene
CAS RN: 1777-03-3
B5467 100mg B6275 10mg 100mg B4062 25mg 100mg
Reagents
O H H
H H O
N O NH2
O O O N O
H
OH O
BCN-OH BCN-CO-NHS BCN-amine
CAS RN: 1263166-90-0 CAS RN: 1426827-79-3 CAS RN: 1263166-93-3
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D5677 250mg A2763 25mg 100mg D5999 25mg D5922 25mg D4739 25mg
N
O
O
H
N O O O N O
N N NH2 N O
O
O
O O
O
N
O O N N
OH O N H
O O
O
O
O O
DBCO-Acid DBCO-amine DBCO-NHS DBCO-PEG4-NHS Ester DBCO-maleimide
CAS RN: 1353016-70-2 CAS RN: 1255942-06-3 CAS RN: 1353016-71-3 CAS RN: 1427004-19-0 CAS RN: 1395786-30-7
D5849 1set D5552 25mg C3700 5mg 25mg T3949 5mg 25mg T3948 5mg 25mg
O
O
HN NH O O O O O O O
N O O H H
H
N O
H
N S
H
N
N
O
H
N O O O N O O
O O S O O N O O O O N O N N
S
O N N H
O O O
H O H H
O
O N N O O
H
O
5,6,11,12-Tetradehydro-
dibenzo[a,e]cyclooctene
CAS RN: 53397-65-2
S0489 100g T0920 5g 25g T0801 5g 25g 100g
(CH2)3CH3 CH3
O O O O
OCH3 OCH3 O
P
Ethynylation Reagents
P
CH3 OCH3 CH3 OCH3 Cl3C P OCH2CH3
N2 N2 OCH2CH3
Ohira-Bestmann Reagent Diethyl (Trichloromethyl)-
Ohira-Bestmann Reagent (10% in Acetonitrile) phosphonate
CAS RN: 90965-06-3 CAS RN: 90965-06-3 CAS RN: 866-23-9
E0467 1g P1239 1g T3272 1g 5g T3039 200mg 1g T3590 200mg
CH3 CH(CH3)2
CH3 CH(CH3)2 (CH3)2CH Si C C I O
HC C I BF4 CH3 Si C C I BF4 CF3
CH3 Si C C I O CH(CH3)2
CH3 (CH3)2CH Si C C I O CF3
CH3 CH(CH3)2
O O
1-[2-(Triisopropylsilyl)ethynyl]-
Ethynyl(phenyl)iodonium Trimethylsilylethynyl(phenyl)- 3,3-bis(trifluoromethyl)-
Tetrafluoroborate iodonium Tetrafluoroborate TMS-EBX TIPS-EBX 1,2-benziodoxole
CAS RN: 127783-34-0 CAS RN: 127783-36-2 CAS RN: 181934-29-2 CAS RN: 181934-30-5 CAS RN: 181934-34-9
T1239 5mL 25mL 250mL T2387 1g 5g T1683 5mL 25mL B4365 5g 25g M0180 25mL 500mL
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