奥沙米特

Oxatomide

HCID 4615CAS 60607-34-3

基本信息

标准SMILES
O=c1[nH]c2ccccc2n1CCCN1CCN(C(c2ccccc2)c2ccccc2)CC1
InChIKey
BAINIUMDFURPJM-UHFFFAOYSA-N
分子式
C27H30N4O
平均分子量
426.6 g/mol
单同位素质量
426.24196158

概述

Oxatomide is a member of the class of benzimidazoles that is 1,3-dihydro-2H-benzimidazol-2-one substituted by a 3-[4-(diphenylmethyl)piperazin-1-yl]propyl group at position 1. It is an anti-allergic drug. It has a role as a geroprotector, a H1-receptor antagonist, a serotonergic antagonist, an anti-allergic agent and an anti-inflammatory agent. It is a member of benzimidazoles, a N-alkylpiperazine and a diarylmethane.

名称与标识

首选名称
Oxatomide
IUPAC
3-[3-(4-benzhydrylpiperazin-1-yl)propyl]-1H-benzimidazol-2-one
中文名
奥沙米特
英文名
Oxatomide
分子式
C27H30N4O
分子量
426.55

名称与别名

oxatomide60607-34-3TinsetCeltectOxatimideOxatomidaOxatomidumKW-4354CobionaDastenR-35443DTXSID4045181
展开更多名称
欧诗美锭苯咪唑嗪奥沙米特苯哌咪唑酮奥沙米特 标准品奥沙米特OXATOMIDE奥沙米特,10 MM DMSO 溶液【进口原装】Oxatomide/60607-34-3【进口原装】Oxatomide/60607-34-31-[-3-[4-(二苯基甲基)-1-哌嗪基]丙基]-2-苯并咪唑酮TinseTruxar35443CenacertFensedyl
1-[3-[4-(Diphenylmethyl)-1-piperazinyl]propyl]-1,3-dihydro-2H-benzimidazol-2-oneR 35,443J31IL9Z2EENSC-309710CHEBI:319431-(3-(4-(Diphenylmethyl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one1-(3-(4-(Diphenylmethyl)-1-piperazinyl)propyl)-2-benzimidazolinone2H-Benzimidazol-2-one, 1-(3-(4-(diphenylmethyl)-1-piperazinyl)propyl)-1,3-dihydro-

数据库标识

CAS
60607-34-3
PubChem CID
4615
DTXSID
DTXSID4045181
ChEMBL
CHEMBL13828
ChEBI
CHEBI:31943
UNII
J31IL9Z2EE
EC Number
262-320-9
Nikkaji
J18.379B

性质

结构计算性质

XLogP
4.1
极性表面积
38.8 Ų
氢键供体
1
氢键受体
3
可旋转键
7
重原子
32

实验与物化性质

DrugsPharmaceuticals -> Listed in ZINC15
LogP2.73

物理化学性质

熔点
153.6 C · 153.60C
沸点
541.98 °C · 541.98°C (rough estimate)
密度
1.1239 · 1.1239 (rough estimate)
折射率
1.6 · 1.6000 (estimate)
储存条件
Refrigerator
溶解度
DMSO: soluble

化学性质

从含水乙醇中结晶,熔点153.6℃。急性毒性LD50小鼠,大鼠,豚鼠(mg/kg):27,30,23静脉注射。急性毒性LD50豚鼠,狗,小鼠,雄大鼠,雌大鼠(mg/kg):320,>1280,>2560,>2560,1670口服。

安全与法规

GHS分类

GHS Classification · 4 条

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 46 reports by companies from 1 notifications to the ECHA C&L Inventory.

危害信息

Other Safety InformationIMAP assessments - 2H-Benzimidazol-2-one, 1-[3-[4-(diphenylmethyl)-1-piperazinyl]propyl]-1,3-dihydro-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒理信息

Drug Induced Liver Injury · 4 条

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Oxatomide

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

安全数据

wgk
3
毒性
LD50 in guinea pigs, mice, rats (mg/kg): 320, >2560, >2560 orally; 23, 27, 30 i.v. (Richards)
RTECS号
DE2276000
存储类别
11 - Combustible Solids
安全说明
26-36
危险品标志
Xn,Xi

化学与工业

药理信息

ATC Code · 2 条

R - Respiratory system

QR - Respiratory system

MeSH Pharmacological Classification · 3 条

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

Drugs that are used to treat asthma.

Metabolite PathwaysOxatomide H1-Antihistamine Action

应用领域

用途组胺H1受体拮抗剂。用于治疗成人过敏性鼻炎、结膜炎、荨麻疹、食物过敏、皮肤瘙痒及小儿支气管哮喘,对慢性荨麻疹有特效。

用途抗组胺药,平喘药。

制备方法 · 2 条

生产方法将5.3份1-(3-氯丙基)-2H-苯并咪唑-2-酮,5份1-(二苯甲基)哌嗪,6.4份碳酸氢钠和200份4-甲基-2-戊酮,一起搅拌回流过夜,反应生成奥沙米特,经分离提纯而得成品。

生产方法邻苯二胺、乙酰乙酸乙酯和氢氧化钾醇溶液溶于二甲苯,回流脱水。浓缩,冷至4℃。滤集固体,水洗,干燥,得化合物(I),收率82%。化合物(I)、1-溴-3-氯丙烷、氢氧化钾和PEG-400溶于甲苯,回流。倾出甲苯溶液,加入10mol/L硫酸,室温水解。加水,再搅拌。滤除沉淀,滤液水洗至中性,干燥。蒸干得化合物(Ⅱ),收率74%。N-二苯甲基哌嗪、化合物(Ⅱ)、三乙胺和碘化钾溶于甲苯,回流。加入甲苯和水,搅拌。分去水层,甲苯层水洗,干燥,过滤,蒸干。残物用95%乙醇重结晶,得白色固体的奥沙米特,收率51.5%,熔点153℃。

试剂价格

HY-123205R · 1 mg
奥沙米特Oxatomide (Standard) — 990元
HY-123205R · 5 mg
奥沙米特Oxatomide (Standard) — 2025元

供应商50 家

北京华美互利生物化工010-56205725 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
江苏艾康生物医药研发有限公司025-58851090 19370895928 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]

相关反应

22 条

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