2',3'-Dideoxyadenosine

Modify Date: 2024-01-02 12:03:28

2',3'-Dideoxyadenosine Structure
2',3'-Dideoxyadenosine structure
Common Name 2',3'-Dideoxyadenosine
CAS Number 4097-22-7 Molecular Weight 235.242
Density 1.8±0.1 g/cm3 Boiling Point 539.1±60.0 °C at 760 mmHg
Molecular Formula C10H13N5O2 Melting Point 181-184 °C(lit.)
MSDS Chinese USA Flash Point 279.9±32.9 °C

 Use of 2',3'-Dideoxyadenosine


2',3'-Dideoxyadenosine is an inhibitor of HIV replication[1]. Antiretroviral activity[1]. Antiviral efficacy[1].

 Names

Name 2',3'-Dideoxyadenosine
Synonym More Synonyms

 2',3'-Dideoxyadenosine Biological Activity

Description 2',3'-Dideoxyadenosine is an inhibitor of HIV replication[1]. Antiretroviral activity[1]. Antiviral efficacy[1].
Related Catalog
Target

HIV[1]

In Vitro 2',3'-Dideoxyadenosine inhibits HIV-1 and simian immunodeficiency virus (SIV) in MT-4 cells with EC50s of 5.27 and 5.3 μM, respectively. 2',3'-Dideoxyadenosine inhibits HIV-1 and HIV-2 in human T-lymphocyte CEM cells with EC50s of 4 μM and 8 μM, respectively. 2',3'-Dideoxyadenosine inhibits HIV-1 and HIV-2 in Molt 4/C8 cells with EC50s of 4 μM and 5.5 μM, respectively. 2',3'-Dideoxyadenosine inhibits HIV-1 and HIV-2 in C8166 cells with EC50s of 17 μM and 22 μM, respectively. 2',3'-Dideoxyadenosine inhibits murine sarcoma virus (MSV) in C3H/3T3 cells with an EC50 of 24 μM[1].
References

[1]. Balzarini J, et al. Conversion of 2',3'-dideoxyadenosine (ddA) and 2',3'-didehydro-2',3'-dideoxyadenosine (d4A) to their corresponding aryloxyphosphoramidate derivatives markedly potentiates their activity against human immunodeficiency virus and hepatitis B virus. FEBS Lett. 1997 Jun 30;410(2-3):324-8.

 Chemical & Physical Properties

Density 1.8±0.1 g/cm3
Boiling Point 539.1±60.0 °C at 760 mmHg
Melting Point 181-184 °C(lit.)
Molecular Formula C10H13N5O2
Molecular Weight 235.242
Flash Point 279.9±32.9 °C
Exact Mass 235.106918
PSA 99.08000
LogP -0.43
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.822
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AU7358900
CHEMICAL NAME :
Adenosine, 2',3'-dideoxy-
CAS REGISTRY NUMBER :
4097-22-7
BEILSTEIN REFERENCE NO. :
0619924
LAST UPDATED :
199612
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C10-H13-N5-O2
MOLECULAR WEIGHT :
235.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1320 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
19600 mg/kg/28D-I
TOXIC EFFECTS :
Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
9 gm/kg/3D (Continuous)
REFERENCE :
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 18,168,1991

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes C
Risk Phrases R34
Safety Phrases 26-27-36/37/39-45
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS AU7358900
HS Code 2934999090

 Synthetic Route

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

DDA
((2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol
[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methanol
Dideoxyadenosine
Didanosine impurity G
6-Amino-9-(2',3'-dideoxy-b-D-glycero-pentofuranosyl)purine
EINECS 223-853-2
[(2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl]methanol
2-furanmethanol, 5-(6-amino-9H-purin-9-yl)tetrahydro-, (2S,5R)-
2',3'-Dideoxyadenosine
9-(2,3-Dideoxy-β-D-ribofuranosyl)adenine
MFCD00010534
9-(2,3-Dideoxy-beta-D-ribofuranosyl)adenine
[(2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydro-2-furanyl]methanol
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