1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride

• ChemBase编号: 73028
• 分子式: C18H29ClN2O
• 平均质量: 324.88866
• 单一同位素质量: 324.19684124
• SMILES: c1ccc(c(c1C)NC(=O)C1N(CCCC1)CCCC)C.Cl
• Canonical SMILES: CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C.Cl
• InChI: InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H
• InChIKey: SIEYLFHKZGLBNX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
• IUPAC传统名: bupivacaine hydrochloride
• 别名: 1-丁基-N-(2,6-二甲基苯基)-2-哌啶甲酰胺; 布比卡因 盐酸盐; 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide Hydrochloride; dl-1-n-Butylpiperidine-2-carboxylic Acid 2,6-Dimethylanilide Hydrochloride; AH-2250; LAC-43; Carbostesin; Bupivacaine hydrochloride monohydrate; Marcain; Marcaine; Sensorcaine; Vivacaine; Bupivacaine hydrochloride; 1-Butyl-N-[2,6-dimethylphenyl]-2-piperidinecarboxamide; BUPIVACAINE

登记号

• CAS号: 14252-80-3; 18010-40-7
• EC号: 241-917-8
• MDL号: MFCD00078956
• PubChem SID: 162037948; 24891830
• PubChem CID: 64737

理论计算性质

• Acid pKa: 13.623539
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.0522962
• LogD (pH = 7.4): 3.8159845
• Log P: 4.5155187
• 摩尔折射率: 90.1933 cm^3
• 极化性: 34.286346 Å^3
• 极化表面积: 32.34 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: White Solid
• 熔点: 249-251°C; 260-265°C

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: TK6125000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 剧毒(Highly 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): 2; II
• 澳大利亚Hazchem: 2XE
• 危险公开号: 26/27/28; R:25
• 安全公开号: 22-36/37/39-45; S:28-36/37/39-45-53
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

产品相关信息

• 纯度: ≥99%
• 级别: analytical standard, for drug analysis
• 成盐信息: hydrochloride

详细说明

MP Biomedicals - 02154904

(1-Butyl-N-[2,6-dimethylphenyl]-2-piperidinecarboxamide) Hydrochloride

Selleck Chemicals - S2454

Research Area: Neurological Disease
Biological Activity:
Bupivacaine hydrochloride(Marcain) is a more potent cAMP production inhibitor with an IC50 of 2.3 µM. It more potently inhibited basal cAMP production than either ropivacaine (IC50 = 4 µM) or mepivacaine (IC50 = 32 µM). Similarly, it was as potent as ropivacaine (IC50 = 1.7 µM) and more potent than mepivacaine (IC50 = 8.9 µM) at inhibiting epinephrine-stimulated cAMP production. Bupivacaine (IC50 = 5.3 µM) was only marginally more potent than ropivacaine (IC50 = 9.7 µM) or mepivacaine (IC50 = 6.8 µM) at inhibition of forskolin-stimulated cAMP production. Comparison of epinephrine concentration-response curves in the presence and absence of bupivacaine (0.35, 3.5, and 35 µM ) demonstrated noncompetitive inhibition of cAMP production by the local anesthetic. [1][2]

Sigma Aldrich - B5274

Biochem/physiol Actions
钠通道阻断剂，局部麻醉剂。

Toronto Research Chemicals - B689560

Sodium channel blocker, local anesthetic.

参考文献

• http://en.wikipedia.org/wiki/Bupivacaine
• Wilson, T.D., et al.: Anal. Profiles Drug Subs., 19, 59 (1990)
• McClellan, K.J., et al.: Drugs, 56, 355 (1990)