2prime,3prime-DideoxycytidineAn antiviral pyrimidine nucleoside analogue effective against HIV replication

2′,3′-Dideoxycytidine (CAS 7481-89-2)

2′,3′-Dideoxycytidine | CAS 7481-89-2 is rated 5.0 out of 5 by 1.
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Synonym: ddC
Application: An antiviral pyrimidine nucleoside analogue effective against HIV replication
CAS Number: 7481-89-2
Purity: ≥98%
Molecular Weight: 211.22
Molecular Formula: C9H13N3O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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2′,3′-Dideoxycytidine is an antiviral pyrimidine nucleoside analogue effective against HIV replication. 2′,3′-Dideoxycytidine, when activated to its triphosphate, is incorporated into DNA by HIV-1 RT (HIV-1 reverse transcriptase), causing DNA chain termination and viral replication.


References

1. Broder, S. 1990. Am. J. Med. 88: 2S-7S. PMID: 1692446
2. Anderson, K.S. 2001. Antivir. Chem. Chemother. 12: 13-17. PMID: 11594679
3. Akintonwa, D.A. 2001. Med .Hypotheses. 57: 249-251. PMID: 11461183

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in water (76.4 mg/ml at 25° C), DMSO (42 mg/ml at 25° C), and ethanol (<1 mg/ml at 25° C).
Storage :
Store at -20° C
Melting Point :
217-218° C (lit.)
Boiling Point :
~401.0° C at 760 mmHg (Predicted)
Density :
~1.6 g/cm3 (Predicted)
Refractive Index :
n20D 1.69 (Predicted)
Optical Activity :
α20/D +90°, c = 0.5 in water; α20/D 77.5°±2.5°, c = 1 in water
IC50 :
CEM: IC50 = 70 nM (human); Vero: IC50 = 94.69 nM (monkey); C8166: IC50 = 125 nM (human); Human immunodeficiency virus 1: IC50 = 130 nM; MT4: IC50 = 1 µM (human)
Ki Data :
Human immunodeficiency virus type 1 reverse transcriptase: Ki= 51 nM
pK Values :
pKb: 4.26 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
HA3870000
PubChem CID :
24066
Merck Index :
14: 10109
MDL Number :
MFCD00012188
EC Number :
201-208-6
Beilstein Registry :
654956
SMILES :
C1C[C@@H](O[C@@H]1CO)N2C=CC(=NC2=O)N

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from 2' 2',3'-Dideoxycytidine was reported in many articles as an antiretroviral, mostly used for HIV treatment. -SCBT Publication Review
Date published: 2015-04-16
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