4-[bis(propan-2-yl)amino]-2-phenyl-2-(pyridin-2-yl)butanamide

• ChemBase编号: 165
• 分子式: C21H29N3O
• 平均质量: 339.47446
• 单一同位素质量: 339.23106256
• SMILES: O=C(N)C(CCN(C(C)C)C(C)C)(c1ccccc1)c1ncccc1
• Canonical SMILES: CC(N(C(C)C)CCC(c1ccccn1)(c1ccccc1)C(=O)N)C
• InChI: InChI=1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)
• InChIKey: UVTNFZQICZKOEM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[bis(propan-2-yl)amino]-2-phenyl-2-(pyridin-2-yl)butanamide
• IUPAC传统名: disopyramide
• 商标名: Dicorantil; Isorythm; Lispine; Norpace; Norpace CR; Ritmodan; Rythmodan; Rythmodan P; Rythmodan-La; Searle 703; Xi-Disopyramide
• 别名: 双异丙吡胺; 达舒平; Disopyramide; α-[2-[Bis(1-methylethyl)amino]ethyl]-α-phenyl-2-pyridine acetamide; α-Diisopropylaminoethyl-α-phenylpyridine-2-acetamide; Disopiramida [INN-Spanish]; Disopyramide Free Base; Disopyramide Phosphate; Disopyramidum [INN-Latin]; Disopyramide

登记号

• CAS号: 3737-09-5
• EC号: 223-110-2
• MDL号: MFCD00057366
• PubChem SID: 24278384; 46508226; 160963628
• PubChem CID: 3114
• CHEBI ID: 4657
• ATC码: C01BA03
• CHEMBL: 517
• Chemspider ID: 3002
• DrugBank ID: DB00280
• KEGG ID: D00303
• 美国药典/FDA物质标识码: GFO928U8MQ
• 维基百科标题: Disopyramide
• Medline Plus: a682408

理论计算性质

JChem

• Acid pKa: 16.190355
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.017306102
• LogD (pH = 7.4): 0.5726371
• Log P: 3.4684365
• 摩尔折射率: 102.3002 cm^3
• 极化性: 40.196716 Å^3
• 极化表面积: 59.22 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.21
• LOG S: -3.84
• 溶解度: 4.93e-02 g/l

分子性质

理化性质

• 溶解度: 44.9 mg/L
• 熔点: 85-87°C
• 疏水性(logP): 3.5

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: UR8432000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22-36/37/38
• 安全公开号: 36; S:25-26-36/37/39
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H361
• GHS警示性声明: P281
• 保存温度: 2-8°C

药理学性质

• 给药途径: Oral, intravenous
• 生物利用度: High
• 排泄: Renal (80%)
• 半衰期: 6.7 hours (range 4 to 10 hours)
• 代谢: Hepatic (CYP3A4-mediated)
• 蛋白结合率: 50% to 65%; (concentration-dependent)
• 法定药品分级: POM (UK); Rx-only (US)
• 妊娠期药物分类: B2 (Australia); C (US)
• 相关基因信息: human ... CYP1A2(1544), KCNH1(3756), SCN5A(6331)

产品相关信息

• 纯度: 98%

详细说明

MP Biomedicals - 02150996

Purity: 98% minimum
m.p. 85-87°C

DrugBank - DB00280

• Drug Groups: approved
• Description: A class I anti-arrhythmic agent (one that interferes directly with the depolarization of the cardiac membrane and thus serves as a membrane-stabilizing agent) with a depressant action on the heart similar to that of guanidine. It also possesses some anticholinergic and local anesthetic properties. [PubChem]
• Indication: For the treatment of documented ventricular arrhythmias, such as sustained ventricular tachycardia, ventricular pre-excitation and cardiac dysrhythmias. It is a Class Ia antiarrhythmic drug.
• Pharmacology: Disopyramide is an antiarrhythmic drug indicated for the treatment of documented ventricular arrhythmias, such as sustained ventricular tachycardia that are life-threatening. In man, Disopyramide at therapeutic plasma levels shortens the sinus node recovery time, lengthens the effective refractory period of the atrium, and has a minimal effect on the effective refractory period of the AV node. Little effect has been shown on AV-nodal and His-Purkinje conduction times or QRS duration. However, prolongation of conduction in accessory pathways occurs.
• Toxicity: LD₅₀=580 mg/kg in rats
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Nearly complete
• Half Life: 6.7 hours (range 4-10 hours)
• Protein Binding: 50%-65%
• Elimination: In healthy men, about 50% of a given dose of disopyramide is excreted in the urine as the unchanged drug, about 20% as the mono-N-dealkylated metabolite and 10% as the other metabolites.
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - D7275

Biochem/physiol Actions
IA 类抗心律失常药；钠通道阻断剂

Sigma Aldrich - D7644

Biochem/physiol Actions
IA 类抗心律失常药；钠通道阻断剂