(2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

• ChemBase编号: 73061
• 分子式: C13H19NO9
• 平均质量: 333.29126
• 单一同位素质量: 333.10598119
• SMILES: c1(c(ccc(c1)[C@@H](O)CNC)O)O.C(=O)([C@H](O)[C@@H](O)C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.CNC[C@@H](c1ccc(c(c1)O)O)O
• InChI: InChI=1S/C9H13NO3.C4H6O6/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;5-1(3(7)8)2(6)4(9)10/h2-4,9-13H,5H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1
• InChIKey: YLXIPWWIOISBDD-NDAAPVSOSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
• IUPAC传统名: L-tartaric acid; epinephrine; L(+)-tartaric acid; epinephrine
• 别名: 酒石酸肾上腺素; 副肾素 (+)-酒石酸氢盐; L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen 酒石酸氢盐; (-)-肾上腺素 (+)-酒石酸氢盐; L-Adrenaline D-hydrogentartrate; (-)-Epinephrine (+)-bitartrate salt; L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen bitartrate salt; L-Adrenaline (+)-bitartrate salt; L-Epinephrine D-hydrogentartrate; Adrenalini tartras; D02149; Adrenalinetartrate; Epinephrine bitartrate; L-Adrenalin Bitartrate; Adrenaline Acid Tartrate; Lyophrin; L-(-)-EPINEPHRINE-(+)-BITARTRATE

登记号

• CAS号: 51-42-3
• EC号: 200-097-1
• MDL号: MFCD00035077
• PubChem SID: 24277774; 162037981; 24850718; 24894379
• PubChem CID: 5815

理论计算性质

• Acid pKa: 9.69426
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -2.8488538
• LogD (pH = 7.4): -1.6309718
• Log P: -0.42952928
• 摩尔折射率: 49.2303 cm^3
• 极化性: 19.213377 Å^3
• 极化表面积: 72.72 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: alcohol: soluble; H2O: soluble
• 外观: white solid
• 熔点: ~155 °C (dec.); 147-154
• 比旋光度: [α]20/D -17±1°, c = 1% in H2O

安全信息

• 保存条件: -20°C; 2-8°C, Store Under Nitrogen, Protect from light
• RTECS编号: DO3500000
• 欧盟危险性物质标志: 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): 1; I
• 澳大利亚Hazchem: 2XE
• 危险公开号: 28-36/37/38; R:28
• 安全公开号: 26-28-36/37-45; S:28-29-36/37/39-45
• 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-H315-H319-H335
• GHS警示性声明: P261-P264-P301 + P310-P305 + P351 + P338
• 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 1
• 保存温度: 2-8°C

药理学性质

• 作用靶点: adrenergicreceptor
• 相关基因信息: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

产品相关信息

• 纯度: ≥98.0% (sum of enantiomers, HPLC)
• 级别: analytical standard; Ph Eur
• 成盐信息: Bitartrate
• 包装: vial of 200 mg
• 药典: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C9H13NO3 · C4H6O6

详细说明

MP Biomedicals - 02195166

Crystalline

Selleck Chemicals - S2521

Biological Activity:
Epinephrine bitartrate (D02149, Adrenalinium) is alpha- and beta-adrenergic receptor stimulator. Epinephrine bitartrate (D02149, Adrenalinium) can cause relaxation of cardiac and bronchial smooth muscle and dilation of skeletal muscles. Epinephrine bitartrate (D02149, Adrenalinium) also decreases aqueous humor production. Epinephrine bitartrate (D02149, Adrenalinium) increases aqueous outflow. Epinephrine bitartrate (D02149, Adrenalinium) dilates pupils by contracting dilator muscle. Epinephrine bitartrate (D02149, Adrenalinium) is a bitartrate salt of epinephrine which is a hormone and a neurotransmitter. Epinephrine increases heart rate, constricts blood vessels, dilates air passages and participates in the fight-or-flight response of the sympathetic nervous system. [1][2]

Sigma Aldrich - E1016

Biochem/physiol Actions
肾上腺素能受体激动剂。
包装
Supplied in amber screw-cap vials

Sigma Aldrich - 17809

Biochem/physiol Actions
肾上腺素能受体激动剂。

Sigma Aldrich - E4375

Biochem/physiol Actions
肾上腺素能受体激动剂。
Caution
Light sensitive

Sigma Aldrich - 02260

Biochem/physiol Actions
肾上腺素能受体激动剂。

参考文献

• Berecek KH et al. Am J Physiol. 1982 Apr;242(4)