2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide hydrochloride

• ChemBase编号: 73027
• 分子式: C10H16ClN3O5
• 平均质量: 293.70414
• 单一同位素质量: 293.07784831
• SMILES: c1(c(c(c(cc1)CNNC(=O)C(N)CO)O)O)O.Cl
• Canonical SMILES: OCC(C(=O)NNCc1ccc(c(c1O)O)O)N.Cl
• InChI: InChI=1S/C10H15N3O5.ClH/c11-6(4-14)10(18)13-12-3-5-1-2-7(15)9(17)8(5)16;/h1-2,6,12,14-17H,3-4,11H2,(H,13,18);1H
• InChIKey: ULFCBIUXQQYDEI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide hydrochloride
• IUPAC传统名: benserazide hydrochloride
• 别名: Serazide; Ro 4-4602; Benserazide hydrochloride; DL-Serine 2-(2,3,4-trihydroxybenzyl)hydrazide hydrochloride; Benserazide hydrochloride; DL-Serine 2-[(2,3,4-Trihydroxyphenyl)methyl]hydrazide Hydrochloride; DL-Serine N2-(2,3,4-trihydroxybenzyl)hydrazide Hydrochloride; N-(DL-Seryl)-N'-(2,3,4-trihydroxybenzyl)hydrazine Hydrochloride; Ro-4-4602; DL-SERINE 2; BENSERAZIDE

登记号

• CAS号: 14919-77-8
• EC号: 238-991-9
• MDL号: MFCD00078571
• PubChem SID: 162037947; 24277886
• PubChem CID: 26964

理论计算性质

• Acid pKa: 8.688219
• 质子受体: 7
• 质子供体: 7
• LogD (pH = 5.5): -3.9209604
• LogD (pH = 7.4): -2.2601278
• Log P: -1.9928483
• 摩尔折射率: 73.2301 cm^3
• 极化性: 24.415533 Å^3
• 极化表面积: 148.07 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; H2O: soluble10 mg/mL; Methanol; Water
• 外观: solid; White to Off-White Solid
• 熔点: 146-148°C

安全信息

• 保存条件: 0°C; -20°C; -20°C Freezer
• RTECS编号: VT9632300
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... DDC(1644)

产品相关信息

• 纯度: ≥98% (TLC)
• 成盐信息: hydrochloride

详细说明

MP Biomedicals - 02154261

Hydrochloride Tan solid

Selleck Chemicals - S2453

Research Area: Neurological Disease
Biological Activity:
Benserazide is a peripherally-acting aromatic L-amino acid decarboxylase (AAAD) or DOPA decarboxylase inhibitor. It inhibits this decarboxylation, and since it itself cannot cross the blood-brain barrier, this allows dopamine to build up solely in the brain instead. Adverse effects caused by peripheral dopamine, such as nausea and arrhythmia, are minimized. However, benserazide cannot reduce the centrally-mediated side effects of levodopa, particularly dyskinesia. [1][2]

Sigma Aldrich - B7283

Biochem/physiol Actions
Inhibitor of L-aromatic amino acid decarboxylase.

Toronto Research Chemicals - B120500

Used as antiparkinsonian. A peripheral decarboxylase inhibitor.

参考文献

• http://en.wikipedia.org/wiki/Benserazide
• Burkard, W.P., et al.: Experientia, 18, 411 (1962)
• Marion, M.-H., et al.: Adv. Neurol., 45, 493 (1962)
• Pinder, R.M., et al.: Drugs, 11, 329 (1976)