N-[2-(dimethylamino)ethyl]-N-(thiophen-2-ylmethyl)pyridin-2-amine hydrochloride

• ChemBase编号: 4363
• 分子式: C14H20ClN3S
• 平均质量: 297.8467
• 单一同位素质量: 297.10664634
• SMILES: Cl.s1c(CN(CCN(C)C)c2ncccc2)ccc1
• Canonical SMILES: CN(CCN(c1ccccn1)Cc1cccs1)C.Cl
• InChI: InChI=1S/C14H19N3S.ClH/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;/h3-8,11H,9-10,12H2,1-2H3;1H
• InChIKey: BONORRGKLJBGRV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-[2-(dimethylamino)ethyl]-N-(thiophen-2-ylmethyl)pyridin-2-amine hydrochloride
• IUPAC传统名: rest-on hydrochloride; methapyrilene hydrochloride
• 商标名: Barhist; Blue line; Capathyn; Coryzol; Dormin; Dozar; Histadyl; Histafed; Lulamin; Lullamin; Metapyrilene; Methacon; Methaphenilene; Paradormalene; Pyrathyn; Pyrinistab; Pyrinistol; Rest-on; Restryl; Sleepwell; Somnicaps; Tem-histine; Tenalin; Teralin; Thenylene; Thenylpyramine; Thionylan; Semikon
• 别名: 盐酸美沙吡林; METHAPYRILENE HYDROCHLORIDE; N,N-Dimethyl-N′-(2-pyridinyl)-N′-(2-thienylmethyl)-1,2-ethanediamine hydrochloride; Methapyrilene hydrochloride; N1,N1-Dimethyl-N2-2-pyridinyl-N2-(2-thienylmethyl)-1,2-ethanediamine Hydrochloride; N,N-Dimethyl-N'-2-pyridinyl-N'-(2-thienylmethyl)-1,2-ethanediamine MonoHydrochloride; Barhist; Blue Line; Capathyn; Cohistine; Coryzol; Histadyl; Histafed; Lullamin; Methacon; Pyrathyn; Somnicaps; Tem-Histine; Teralin; Thenylene Hydrochloride; Thenylpyramine Hydrochloride; 2-[[2-(Dimethylamino)ethyl]-2-thenylamino]pyridine; Methapyrilene HCL; Methapyrilene hydrochloride; Methapyriline; Methoxylene; Methypyrilene hydrochloride; N,N-Dimethyl-N'-pyrid-2-yl-N'-2-thenylethylenediamine; Methapyrilene; Methapyrilene HCl

登记号

• CAS号: 91-80-5; 135-23-9
• EC号: 205-184-8
• MDL号: MFCD00050665
• PubChem SID: 160967795; 24867939; 24278574; 46505007
• PubChem CID: 8667

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -0.15194288
• LogD (pH = 7.4): 1.7318466
• Log P: 3.1140738
• 摩尔折射率: 78.1648 cm^3
• 极化性: 29.547686 Å^3
• 极化表面积: 19.37 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.601 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 疏水性(logP): 2.87 [SANGSTER (1994)]

安全信息

• RTECS编号: UT1750000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25; R:25
• 安全公开号: 22-36-45; S:28-29-36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 作用靶点: Others
• 相关基因信息: human ... HRH1(3269)

产品相关信息

• 级别: analytical standard
• 成盐信息: hydrochloride
• 包装: ampule of 1000 mg

详细说明

MP Biomedicals - 05209922

MP Biomedicals Rare Chemical collection

DrugBank - DB04819

• Drug Groups: withdrawn
• Description: Methapyrilene, formerly marketed in many drug products, was shown to be; a potent carcinogen. Manufacturers voluntarily withdrew methapyriline; drug products from the market in May and June 1979.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Sigma Aldrich - M9125

Biochem/physiol Actions
H1 histamine receptor antagonist. Potent liver carcinogen in rats.
Other Notes
Supplied only to established institutions. Telephone orders not accepted.

Toronto Research Chemicals - M259970

Methapyrilene is used as antihistaminic agent.

参考文献

• Calandre, E.P., et al.: Clin. Pharmacol. Ther., 29, 527 (1981)
• Eastmond, D., et al.: Mutagenesis, 24, 341 (1981)
• Dertinger, S., et al.: Toxicol. Sci., 115, 401 (1981)