Ibacitabine

HCID 65050
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Basic information

CAS
611-53-0
Standard SMILES
Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1I
InChIKey
WEVJJMPVVFNAHZ-RRKCRQDMSA-N
Molecular formula
C9H12IN3O4
Average molar mass
353.11 g/mol
Monoisotopic mass
352.98725

Names & identifiers

Preferred name
Ibacitabine
IUPAC
4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
English name
5-Iodo-2'-deoxycytidine
Molecular formula
C9H12IN3O4
Molecular weight
353.11

Names & synonyms

5-Iodo-2'-deoxycytidine611-53-0Ibacitabine2'-Deoxy-5-iodocytidineIbacitabinumIbacitabinaAI3-62629NSC-5270833EK8532DZVDTXSID502099855-IododeoxycytidineIbacitabin
Show more names
MADAIDCFPLLDP1LMNCPRO1CDDCEMD2FPLD
CuterpesNSC527083iododesoxycytidineRefChem:147557D06BB08DTXCID00132476210-269-84-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-iodo-1,2-dihydropyrimidin-2-one

Database identifiers

CAS
611-53-0
PubChem CID
65050
DTXSID
DTXSID50209985
ChEMBL
CHEMBL2104340
ChEBI
CHEBI:135996
UNII
3EK8532DZV
EC Number
210-269-8
Nikkaji
J252.498H

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
108 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
17

Physicochemical properties

Melting point
180 · 180-183℃
Boiling point
522.1 · 522.1±60.0 °C(Predicted)
Density
2.37 · 2.37±0.1 g/cm3(Predicted)
storage temp.
-20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility
100 · DMSO:100.0(Max Conc. mg/mL);283.19(Max Conc. mM)
form
Powder

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 1 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
3
hs_code
29071212
risk_code
22-63-42/43-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn,T

Chemistry & industry

Pharmacology

ATC Code · 2 items

D - Dermatologicals；D06 - Antibiotics and chemotherapeutics for dermatological use；D06B - Chemotherapeutics for topical use；D06BB - Antivirals；D06BB08 - Ibacitabine

QD - Dermatologicals；QD06 - Antibiotics and chemotherapeutics for dermatological use；QD06B - Chemotherapeutics for topical use；QD06BB - Antivirals；QD06BB08 - Ibacitabine

MeSH Pharmacological Classification · 1 item

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Applications · 2 items

Description5-Iodo-2'-deoxycytidine is an iodinated analog of deoxycytidine and acts as an anti-viral agent.

Uses5-Iodo-2'-deoxycytidine is used in the construction of DNA oligomers to enable structural studies and photoactivated cross-linking. It is used in the synthesis of other modified nucleosides, such as 5-ethynylferrocenyl-2-deoxycytidine used in semiconductor electrodes and 10-(2-deoxyβ-D-ribofuranosyl)pyrimido[4,5:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dCPPI).

Upstream & downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

Additional notes

DefinitionChEBI: Ibacitabine is a pyrimidine 2'-deoxyribonucleoside.

Related reactions

20 records
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Compound notes

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