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
展开更多名称
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
- 形式电荷
- 0
- 复杂度
- 574
实验与物化性质
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
- 形态
- White solid.
- 酸度系数(pKa)
- 12.2 · 12.20±0.30(Predicted)
- 颜色
- white
- InChI
- 1S/C27H30N4O/c32-27-28-24-14-7-8-15-25(24)31(27)17-9-16-29-18-20-30(21-19-29)26(22-10-3-1-4-11-22)23-12-5-2-6-13-23/h1-8,10-15,26H,9,16-21H2,(H,28,32)
- InChIKey
- BAINIUMDFURPJM-UHFFFAOYSA-N
- SMILES
- O=C1Nc2ccccc2N1CCCN3CCN(CC3)C(c4ccccc4)c5ccccc5
- CAS 数据库
- 60607 · 60607-34-3(CAS DataBase Reference)
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
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
毒理信息
Drug Induced Liver Injury
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
- 危险性类别
- Acute Tox. 4 Oral
- 危险类别码
- 22-36/37/38
化学与工业
药理信息
ATC Code
R - Respiratory system
QR - Respiratory system
MeSH Pharmacological Classification
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.
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
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℃。
上下游产品信息
上游原料
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
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