N-benzyl-3-(pyridin-4-ylformohydrazido)propanamide

• ChemBase编号: 4364
• 分子式: C16H18N4O2
• 平均质量: 298.33972
• 单一同位素质量: 298.14297584
• SMILES: O=C(NCc1ccccc1)CCNNC(=O)c1ccncc1
• Canonical SMILES: O=C(NCc1ccccc1)CCNNC(=O)c1ccncc1
• InChI: InChI=1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20-16(22)14-6-9-17-10-7-14/h1-7,9-10,19H,8,11-12H2,(H,18,21)(H,20,22)
• InChIKey: NOIIUHRQUVNIDD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-benzyl-3-(pyridin-4-ylformohydrazido)propanamide
• IUPAC传统名: nialamide
• 商标名: Delmoneurina; Espril; Isalizina; Mygal; NF-xIII; Nialamid; Niamid; Niamidal; Niamide; Niaquitil; Niazin; Novazid; Nuredal; Nyazin; Nyezin; Psicodisten; Surgex
• 别名: N-异烟酰-N′-[β-(N-苄基甲酰氨基)乙基]肼; N-苄基-β-(异烟肼)丙酰胺; 吡啶-4-甲酰 2-[2-(苄基氨基甲酰)乙基]酰肼; 尼亚酰铵; N-Benzyl-β-(isonicotinylhydrazino)propionamide; N-Isonicotinoyl-N′-[β-(N-benzylcarboxamido)ethyl]hydrazine; Nialamide; 1-(2-(Benzylcarbamoyl)ethyl)-2-isonicotinoylhydrazine; 1-[2-(Benzylcarbamoyl)ethyl]-2-isonicotinoylhydrazine; 2-(2-(Benzylcarbamoyl)ethyl)hydrazide isonicotinic acid; 2-(2-(Benzylcarbamoyl)ethyl)hydrazide, isonicotinic acid; 2-(2-(Benzylcarbamyl)ethyl)hydrazide isonicotinic acid; 2-[2-(Benzylcarbamoyl)ethyl]hydrazide isonicotinic acid; BEIH; Isonicitinic acid 2-[(2-benzylcarbamoyl)ethyl]hydrazide; Isonicotinic acid 2-((2-benzylcarbamoyl)ethyl)hydrazide; Isonicotinic acid, 2-(2-(benzylcarbamoyl)ethyl)hydrazide; Isonicotinic acid, 2-[2- (benzylcarbamoyl)ethyl]hydrazide; Isonicotinic acid, 2-[2-(benzylcarbamoyl)ethyl]hydrazide; Isonicotinic acid, 2-[2-(benzylcarbamoylethyl]hydrazide; Isonicotinic acid, {2-[2-(benzylcarbamoyl)ethyl]hydrazide}; Isonicotinic acid, {2-[2-(benzylcarbamoylethyl]hydrazide}; Lopac-N-1392; N-(2-(Benzylcarbamyl)ethylamino)isonicotinamide; N-Benzyl-3-(2-isonicotinoylhydrazino)propanamide; N-benzyl-beta-(isonicotinoylhydrazine)propionamide; N-benzyl-beta-(isonicotinylhydrazino)propionamide; N-isonicotinoyl-n'(beta-n-benzylcarboxamidoethyl)hydrazine; N-isonicotinyl hydrazide; Nialamida [inn-spanish]; Nialamidum [inn-latin]; Pyridine-4-carboxylic 2-[2-(benzylcarbamoyl)ethyl]hydrazide; Nialamide

登记号

• CAS号: 51-12-7
• EC号: 200-079-3
• MDL号: MFCD00010106
• Beilstein号: 492941
• PubChem SID: 46506047; 160967796; 24278185; 24855254
• PubChem CID: 4472
• ATC码: N06AF02
• Chemspider ID: 4317
• DrugBank ID: DB04820
• KEGG ID: D07337
• 美国药典/FDA物质标识码: T2Q0RYM725
• 维基百科标题: Nialamide

理论计算性质

JChem

• Acid pKa: 13.652997
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 0.38634753
• LogD (pH = 7.4): 0.38957518
• Log P: 0.38961667
• 摩尔折射率: 93.9066 cm^3
• 极化性: 31.85844 Å^3
• 极化表面积: 83.12 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.65
• LOG S: -3.53
• 溶解度: 8.73e-02 g/l

分子性质

理化性质

• 溶解度: ethanol: soluble, clear to hazy
• 熔点: 152-154 °C(lit.)
• 疏水性(logP): 0.87 [HANSCH,C ET AL. (1995)]

安全信息

• RTECS编号: NS1225000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38-40
• 安全公开号: 22-26-36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335-H351
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

药理学性质

• 作用靶点: Others
• 给药途径: Oral
• 法定药品分级: Uncontrolled
• 相关基因信息: human ... MAOA(4128), MAOB(4129)

产品相关信息

• 纯度: 95%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C16H18N4O2

详细说明

DrugBank - DB04820

• Drug Groups: withdrawn
• Description: Withdrawn from the Canadian, US, and UK markets in 1963 due to interactions with food products containing tyrosine.
• Affected Organisms: Humans and other mammals
• References: Benady DR, Clein LJ, Pare CM: Intramuscular nialamide in intractable depression. Dis Nerv Syst. 1965 Dec;26(12):792-4. [Pubmed] ; OULES J, CAZABON: [TREATMENT OF DEPRESSIVE STATES WITH INTRAVENOUS NIAMIDE.] Toulouse Med. 1964 Dec;65:1298-302. [Pubmed] ; VAISBERG M, McGAHEE CL, RADINGER N, SAUNDERS JC: Nialamide for the treatment of anergy and depression. Dis Nerv Syst. 1959 Aug;20(Suppl):22-5. [Pubmed]
• External Links: Wikipedia

Sigma Aldrich - N1392

Biochem/physiol Actions
非选择性 MAO-A/B 抑制剂。

Sigma Aldrich - 252999

Biochem/physiol Actions
非选择性 MAO-A/B 抑制剂。
包装
1 g in glass bottle

参考文献

• Benady DR, Clein LJ, Pare CM: Intramuscular nialamide in intractable depression. Dis Nerv Syst. 1965 Dec;26(12):792-4. Pubmed
• OULES J, CAZABON: [TREATMENT OF DEPRESSIVE STATES WITH INTRAVENOUS NIAMIDE.] Toulouse Med. 1964 Dec;65:1298-302. Pubmed
• VAISBERG M, McGAHEE CL, RADINGER N, SAUNDERS JC: Nialamide for the treatment of anergy and depression. Dis Nerv Syst. 1959 Aug;20(Suppl):22-5. Pubmed