ChemicalBook > CAS DataBase List > 5-Ethynyl-2'-deoxycytidine

5-Ethynyl-2'-deoxycytidine

Product Name
5-Ethynyl-2'-deoxycytidine
CAS No.
69075-47-4
Chemical Name
5-Ethynyl-2'-deoxycytidine
Synonyms
5-Ethynyl-2'-dC;-Ethynyl-2’2'-Deoxy-5-ethynylcytidine;5-Ethynyl-2'-deoxycytidine;5'-Ethynyl-2'-deoxycytidine;Cytidine, 2'-deoxy-5-ethynyl-;5-Ethynyl-2'-deoxycytidine>5-Ethynyl-2′-deoxycytidine, (EdC);5-Ethynyl-2'-deoxycytidine 69075-47-4;5-Ethynyl-2'-deoxycytidine, (EdC) AldrichCPR
CBNumber
CB62682226
Molecular Formula
C11H13N3O4
Formula Weight
251.24
MOL File
69075-47-4.mol
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5-Ethynyl-2'-deoxycytidine Property

Melting point:
191 °C (decomp)(Solv: dichloromethane (75-09-2); methanol (67-56-1))
Boiling point:
475.7±55.0 °C(Predicted)
Density 
1.54±0.1 g/cm3(Predicted)
storage temp. 
Store at 2-8°C, protect from light, stored under nitrogen
solubility 
DMF: 5 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml
pka
14.03±0.60(Predicted)
form 
powder to crystal
color 
White to Light yellow to Light orange
λmax
292nm(H2O)(lit.)
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Safety

WGK Germany 
3
HS Code 
2934.99.4400
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T511307
Product name
5-Ethynyl-2′-deoxycytidine, (EdC)
Purity
AldrichCPR
Packaging
5mg
Price
$186
Updated
2025/07/31
TCI Chemical
Product number
E1093
Product name
5-Ethynyl-2'-deoxycytidine
Purity
>98.0%(N)
Packaging
50mg
Price
$203
Updated
2021/12/16
TCI Chemical
Product number
E1093
Product name
5-Ethynyl-2'-deoxycytidine
Purity
>98.0%(N)
Packaging
200mg
Price
$712
Updated
2025/07/31
Cayman Chemical
Product number
11581
Product name
5'-Ethynyl-2'-deoxycytidine
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
11581
Product name
5'-Ethynyl-2'-deoxycytidine
Purity
≥98%
Packaging
5mg
Price
$116
Updated
2024/03/01
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5-Ethynyl-2'-deoxycytidine Chemical Properties,Usage,Production

Description

5''-Ethynyl-2''-deoxycytidine (EdC) is a nucleoside analog that inhibits replication of the herpes simplex virus-1 (HSV-1) KOS strain (ID50 = 0.2 μg/mL). It also reduces virus-induced cytopathogenicity of HSV-1, HSV-2, and vaccinia virus strains in PRK cells (MICs = 0.2-0.4, 1-2, and 5 μg/ml, respectively). EdC is an inhibitor of thymidylate synthetase, selectively reducing DNA incorporation of [1'',2''-3H]deoxyuridine over [CH3-3H]deoxythymidine in PRK cells (ID50s = 3 and 120 μg/ml, respectively). It inhibits thymidine synthetase in and reduces proliferation of L1210 cells, an effect which is reversed by addition of deoxythymidine (ID50s = 4.4 and 1,000 μg/ml, respectively). EdC has been used to monitor DNA synthesis and cellular replication via click chemistry conjugation of the ethynyl group to an azido group of various fluorochromes.

Uses

5-Ethynyl-2’-deoxycytidine is an lower toxicity analog of 2’-deoxycytidine, a metabolic labeling probe for DNA synthesis. 5-Ethynyl-2’-deoxycytidine is most commonly used when thymidine analogs is undesirable.

Uses

A relatively nontoxic 2′-deoxycytidine analog for metabolic labeling of newly synthesized DNA in vivo. Especially suitable if the use of thymidine analogs is undesirable.

reaction suitability

reaction type: click chemistry

References

[1] R. WALKER. The synthesis and properties of some antiviral nucleosides[J]. Nucleic Acids Research, 1978, 1 1. DOI: 10.1093/nar/1.suppl_1.s103
[2] E DE CLERCQ. Antiviral, antimetabolic, and cytotoxic activities of 5-substituted 2’-deoxycytidines.[J]. Molecular Pharmacology, 1982, 21 1: 217-223.
[3] FRANK SEELA. 5-Ethynyl-2’-deoxycytidine: a DNA building block with a “clickable” side chain.[J]. Acta crystallographica. Section C, Crystal structure communications, 2012, 68 Pt 10: o395-8. DOI: 10.1107/s0108270112038267

5-Ethynyl-2'-deoxycytidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Ethynyl-2'-deoxycytidine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Ethynyl-2'-deoxycytidine 69075-47-4
Price
US $0.00-0.00/g
Min. Order
10g
Purity
98%min
Supply Ability
1000g
Release date
2021-09-03
Henan Aochuang Chemical Co.,Ltd.
Product
5-Ethynyl-2'-deoxycytidine 69075-47-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-26
Career Henan Chemical Co
Product
5-Ethynyl-2'-deoxycytidine 69075-47-4
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons
Release date
2020-03-04

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