2'-Desoxy-5-iodcytidin

Ibacitabine

HCID 65050

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Grundinformationen

CAS: 611-53-0
Standard-SMILES: Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1I
InChIKey: WEVJJMPVVFNAHZ-RRKCRQDMSA-N
Summenformel: C9H12IN3O4
Durchschnittliche Molmasse: 353,11 g/mol
Monoisotopische Masse: 352,98725

Namen und Bezeichner

Bevorzugter Name: Ibacitabine
IUPAC: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
Lokaler Name: 2'-Desoxy-5-iodcytidin
Englischer Name: 5-Iodo-2'-deoxycytidine
Summenformel: C9H12IN3O4
Molmasse: 353.11

Namen und Synonyme

5-Iodo-2'-deoxycytidine611-53-0Ibacitabine2'-Deoxy-5-iodocytidineIbacitabinumIbacitabinaAI3-62629NSC-5270833EK8532DZVDTXSID502099855-IododeoxycytidineIbacitabin

Weitere Namen anzeigen

MADAIDCFPLLDP1LMNCPRO1CDDCEMD2FPLD

CuterpesNSC527083iododesoxycytidineRefChem:147557D06BB08DTXCID00132476210-269-84-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-iodo-1,2-dihydropyrimidin-2-one

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,7
Polarare Oberfläche (TPSA): 108 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 2
Schwere Atome: 17
Formalladung: 0
Komplexität: 398

Physikochemische Eigenschaften

Schmelzpunkt: 180 · 180-183℃
Siedepunkt: 522.1 · 522.1±60.0 °C(Predicted)
Dichte: 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
Löslichkeit: 100 · DMSO:100.0(Max Conc. mg/mL);283.19(Max Conc. mM)
Aggregatzustand: Powder
pka: 14.03 · 14.03±0.60(Predicted)
Farbe: White
Wasserlöslichkeit: Slightly soluble in water.
InChI: InChI=1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1
InChIKey: WEVJJMPVVFNAHZ-UHFFFAOYSA-N
SMILES: OC[C@H]1O[C@@H](N2C=C(I)C(N)=NC2=O)C[C@@H]1O
CAS Datenbank: 611 · 611-53-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29071212
risk_code: 22-63-42/43-36/37/38
hazard_code: Xn,T
safety_code: 23-26-36/37/39-24/25

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

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 Eintrag

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.

Anwendungen · 1 Eintrag

Verwenden5-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).