1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one; but-2-enedioic acid

• ChemBase编号: 154679
• 分子式: C23H26N2O5S
• 平均质量: 442.52794
• 单一同位素质量: 442.15624294
• SMILES: CC(=O)c1ccc2c(c1)N(c1ccccc1S2)CCCN(C)C.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C)C
• InChI: InChI=1S/C19H22N2OS.C4H4O4/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19;5-3(6)1-2-4(7)8/h4-5,7-10,13H,6,11-12H2,1-3H3;1-2H,(H,5,6)(H,7,8)
• InChIKey: FQRHOOHLUYHMGG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one; but-2-enedioic acid
• IUPAC传统名: Ace; butenedioic acid
• 别名: 2-Acetyl-10-(3-dimethylaminopropyl)phenothiazine maleate salt; Acepromazine maleate salt; Acetopromazine maleate salt; Acepromazine maleate

登记号

• CAS号: 3598-37-6
• EC号: 222-748-9
• MDL号: MFCD00082473
• PubChem SID: 162248817
• PubChem CID: 5476753

理论计算性质

• Acid pKa: 16.055948
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.6094632
• LogD (pH = 7.4): 2.3599155
• Log P: 3.488603
• 摩尔折射率: 99.3543 cm^3
• 极化性: 37.856915 Å^3
• 极化表面积: 23.55 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >10 mg/mL
• 外观: yellow powder

安全信息

• 保存条件: protect from light
• RTECS编号: OB2450000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-50/53
• 安全公开号: 60-61
• RID/ADR: UN 3077 9/PG 3
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H22N2OS · C4H4O4

详细说明

Sigma Aldrich - A7111

Application
Acepromazine is a phenothiazine and an analogue of the antipsychotic drug chlorpromazine (Cat. No. C8138). Acepromazine is thought to block dopamine receptors in the brain, and inhibit ABCG2 transport protein whose overexpression in tumors is associated with drug resistance.
Biochem/physiol Actions
Acepromazine is a phenothiazine antipsychotic comonly used as a veterinary drug (horses, dogs and cats). The compound is an analogue antipsychotic drug chlorpromazine (#C8138). The drug is thought to block receptors of dopamine in the brain. Recently it was discover that the compound inhibits ABCG2 transported protein, which overexpression in tumors is associated with drug resistance.