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Dideoxyinosine

Dideoxyinosine structure

CAS No:
69655-05-6
Formula:
C10H12N4O3
Chemical Name:
Dideoxyinosine
Synonyms:
bmy40900;ddino;nsc612049;2',3'-Dideoxy inosine(DDI);DDI, Didanosine;2.3-Dideoxy;2',3'-Dideoxy-D-inosine;DIDANOSINE / 2'',3''-DIDEOXYINOSINE
Categories:
Biochemical Engineering > Saccharides

Description

Didanosine(Videx) is a reverse transcriptase inhibitor with an IC50 of 0.49 μM.Target: NRTIs; HIVDidanosine is a dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. Didanosine is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Didanosin

A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. Didanosine is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase; ddI is then metabolized to dideoxyadenosine triphosphate, its putative active metabolite.

Didanosine is an orally active purine dideoxynucleoside analog indicated for adult and pediatric patients with advanced HIV infection who are either intolerant or significantly deteriorated on zidovudine. It appears to increase CD4 cell counts and decrease p24 antigen levels.Major adverse effects are pancreatitis, peripheral neuropathy and diarrhea.Unlike zidovudine, didanosine exhibits insignificant bone marrow suppression.

White Powder

ChEBI: A purine 2',3'-dideoxyribonucleoside that is inosine in which the hydroxy groups at both the 2' and the 3' positions on the sugar moiety have been replaced by hydrogen.

Dideoxyinosine Basic Attributes

Molecular Weight：

236.23

Exact Mass：

236.23

BRN：

3619529

EC Number：

614-994-4

NSC Number：

612049

Color/Form：

White to Off-white

HScode：

29335990

Characteristics

PSA：

88.7

XLogP3：

-1.2

Appearance：

White to Off-white Powder

Density：

1.2917 (rough estimate)

Melting Point：

193-195 °C

Boiling Point：

193-195 C

Flash Point：

275.0±32.9 °C

Refractive Index：

-28 ° (C=0.34, H2O)

Water Solubility：

1-5 g/100 mL at 21 ºC

Storage Conditions：

2-8°C

Vapor Pressure：

6.6 mm Hg @ 25 deg C /Estimated/

Specific rotation：

D25 -26.3° (c = 10 in water)

PKA：

9.12(at 25℃)

Air and Water Reactions：

Water soluble.

Critical Temperature & Pressure：

Inert atmosphere,Store in freezer, under -20°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-27-36/37/39-45-24/25

RTECS Number：

NM7460700

Marks：

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P201, P202, P260, P264, P270, P281, P308+P313, P314, P405, P501

Hazard Statements：

34-36/37

Fire Hazards：

Flash point data for Dideoxyinosine are not available; however, Dideoxyinosine is probably combustible.

Drug Information

MeSH：

Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS. (See all compounds classified as Anti-HIV Agents.)|Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)|Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template. (See all compounds classified as Reverse Transcriptase Inhibitors.)

Health Hazards：

SYMPTOMS: Symptoms of exposure to a related compound include cutaneous eruptions, fever, mouth sores, thrombocytopenia, neutropenia, reversible peripheral neuropathy, gastrointestinal distress, headache, nausea and vomiting.

MeSH Entry Terms：

2',3' Dideoxyinosine

Dideoxyinosine Use and Manufacturing

Used as an antiviral

Antiviral;Transrcriptase inverse inhibitor

2,3-Dideoxyinosine is a potent anti-retroviral agent. It is most effective in combination therapy for the treatment of HIV and related lymphoma.

Computed Properties

Molecular Weight:236.23
XLogP3:-1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:236.09094026
Monoisotopic Mass:236.09094026
Topological Polar Surface Area:88.7
Heavy Atom Count:17
Complexity:348
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Tetrahydrofuran

Drug Function and Efficacy

Didanosine is a nucleoside drug that is phosphorylated by cellular kinases to generate an active metabolite, 5-dideoxyadenosine triphosphate, which competes with deoxyadenosine triphosphate in the body and is incorporated into viral DNA to terminate DNA chain elongation, thereby inhibiting HIV reverse transcriptase and HIV growth.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Didanosine Enteric-coated Capsules
Specifications	0.25 g

Didanosine Enteric-coated Capsules
Ingredients	The main ingredient of this product is enteric-coated didanosine.
Indication	Drug interaction studies have shown that the following drugs have no significant clinical pharmacokinetic effects on didanosine: dapsone, loperamide, metoclopramide, nevirapine, ranitidine, rifabutin, ritonavir, stavudine, sulfamethoxazole (SMZ), trimethoprim and zidovudine. Among them, the studies on dapsone, nevirapine, rifabutin, ritonavir, stavudine and zidovudine were multiple-dose studies. Loperamide, metoclopramide, sulfamethoxazole (SMZ) and trimethoprim were studied using single-dose administration, so the effect on steady-state blood drug concentration is unknown. Drugs that affect the acidity of gastric juice after absorption (such as ketoconazole, itraconazole, etc.) must be taken at least 2 hours before taking didanosine. Ganciclovir: Take 2 hours before or together with didanosine
Specifications	0.1g
Manufacturer	Topfond Pharmaceutical Co., Ltd.

Didanosine Enteric-coated Capsules
Specifications	0.4 g

See More Related Drugs

Registered Holders

MATRIX PHARMACORP PRIVATE LTD

United States
Active
APITORIA PHARMA PRIVATE LTD

United States
Active
NORTHEAST Pharmaceutical Group Co., Ltd.

China
Active

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Guide of Dideoxyinosine

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Drug Function and Efficacy
Related Drugs
Registered Holders
Recommended Suppliers
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Dideoxyinosine

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