5-ヨード-2'-デオキシシチジン

Ibacitabine

HCID 65050

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 611-53-0
標準SMILES: Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1I
InChIKey: WEVJJMPVVFNAHZ-RRKCRQDMSA-N
分子式: C9H12IN3O4
平均分子量: 353.11 g/mol
単同位体質量: 352.98725

名称と識別子

優先名称: Ibacitabine
IUPAC: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
現地名: 5-ヨード-2'-デオキシシチジン
英語名: 5-Iodo-2'-deoxycytidine
分子式: C9H12IN3O4
分子量: 353.11

名称と別名

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

名称をさらに表示

2'-デオキシ-5-ヨードシチジン5-ヨード-2'-デオキシシチジンイバシタビン5-ヨード-2'-デオキシシチジン無水5-ヨード-2′-デオキシシチジン2′-デオキシ-5-ヨードシチジン4-アミノ-1-[(2R,4S,5R)-4-ヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]-5-ヨード-1,2-ジヒドロピリミジン-2-オンMADAIDCFPLLDP1LMNCPRO1CDDCEMD2FPLD

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

データベース識別子

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

物性

構造計算による物性

XLogP: -0.7
極性表面積: 108 Å²
水素結合供与体数: 3
水素結合受容体数: 4
回転可能結合数: 2
重原子数: 17
形式電荷: 0
複雑度: 398

物理化学的性質

融点: 180 · 180-183℃
沸点: 522.1 · 522.1±60.0 °C(Predicted)
比重(密度): 2.37 · 2.37±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
溶解性: 100 · DMSO:100.0(Max Conc. mg/mL);283.19(Max Conc. mM)
外見: 粉
酸解離定数(Pka): 14.03 · 14.03±0.60(Predicted)
色: 白い
水溶解度: 水にわずかに溶ける。
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 データベース: 611 · 611-53-0(CAS DataBase Reference)

化学的性質

化学的特性White crystals or powder

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

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

化学と産業

薬理情報

ATC Code · 2 件

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 件

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.

応用分野 · 1 件

使用5-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).