(2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate hydrochloride

• ChemBase编号: 72812
• 分子式: C22H27ClN2O4S
• 平均质量: 450.97878
• 单一同位素质量: 450.13800603
• SMILES: c12N(C(=O)[C@@H]([C@@H](Sc1cccc2)c1ccc(cc1)OC)OC(=O)C)CCN(C)C.Cl
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1OC(=O)C)CCN(C)C.Cl
• InChI: InChI=1S/C22H26N2O4S.ClH/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3;/h5-12,20-21H,13-14H2,1-4H3;1H/t20-,21+;/m1./s1
• InChIKey: HDRXZJPWHTXQRI-BHDTVMLSSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate hydrochloride
• IUPAC传统名: diltiazem hydrochloride
• 别名: (2S,3S)-(+)-cis-3-Acetoxy-5-(2-dimethylaminoethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one hydrochloride; CRD-401; (+)-cis-Diltiazem hydrochloride; Tiazac; Cardizem; Diltiazem HCl; (2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate hydrochloride

登记号

• CAS号: 33286-22-5
• EC号: 251-443-3
• MDL号: MFCD00069252
• Beilstein号: 4228706
• PubChem SID: 24277849; 162037733
• PubChem CID: 62920

理论计算性质

• Acid pKa: 12.860752
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 0.111457996
• LogD (pH = 7.4): 1.885419
• Log P: 2.7272518
• 摩尔折射率: 114.3663 cm^3
• 极化性: 44.8192 Å^3
• 极化表面积: 59.08 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

• 熔点: 212-214 °C
• 比旋光度: [α]20/D +116±2°, c = 1% in H2O
• 疏水性(logP): 3.647

安全信息

• 保存条件: -20°C
• RTECS编号: DL0310000
• 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
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99% (HPLC); ≥99.0% (HPLC); 95%
• 成盐信息: HCL; HCl
• Empirical Formula (Hill Notation): C22H26N2O4S · HCl
• 分类: Rare Derivatives of Natural Compounds

详细说明

Selleck Chemicals - S1865

Research Area: Cardiovascular Disease
Biological Activity:
Diltiazem HCl (Tiazac)  is a benzothiazepine derivative with vasodilating action due to its antagonism of the actions of the calcium ion in membrane functions. It is also teratogenic. Possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, dilitiazem, like verapamil, inhibits the influx of extracellular calcium across both the myocardial and vascular smooth muscle cell membranes. The resultant inhibition of the contractile processes of the myocardial smooth muscle cells leads to dilation of the coronary and systemic arteries and improved oxygen delivery to the myocardial tissue. [1]

Sigma Aldrich - D2521

Biochem/physiol Actions
Blocks slow, or L-type Ca2+ channels; regulates Ca2+ release from intracellular stores in neutrophils; stimulates 1,4-dihydropyridine binding to Ca2+ channels; coronary vasodilator.

Sigma Aldrich - 38489

Other Notes
Pharmacology of calcium antagonists, review1

参考文献

• www.bentham.org/prc/samples/prc1-1/Higashi.pdf