(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one dihydrate hydrochloride

• ChemBase编号: 133745
• 分子式: C19H26ClNO6
• 平均质量: 399.86584
• 单一同位素质量: 399.14486524
• SMILES: C=CCN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@@H]1C5)O)O.O.O.Cl
• Canonical SMILES: C=CCN1CC[C@@]23[C@@]4([C@@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O.O.O.Cl
• InChI: InChI=1S/C19H21NO4.ClH.2H2O/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;;;/h2-4,14,17,21,23H,1,5-10H2;1H;2*1H2/t14-,17+,18+,19-;;;/m1.../s1
• InChIKey: TXMZWEASFRBVKY-IOQDSZRYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one dihydrate hydrochloride; (1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-trien-14-one dihydrate hydrochloride
• IUPAC传统名: naloxone dihydrate hydrochloride
• 别名: Naloxone hydrochloride dihydrate

登记号

• CAS号: 51481-60-8
• MDL号: MFCD00150901
• Beilstein号: 6260807
• PubChem SID: 162228022; 24278050
• PubChem CID: 20112022

理论计算性质

• Acid pKa: 10.066371
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -0.6951441
• LogD (pH = 7.4): 1.0430377
• Log P: 1.6202211
• 摩尔折射率: 88.7222 cm^3
• 极化性: 34.542297 Å^3
• 极化表面积: 70.0 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: ethanol: soluble3.3 mg/mL (stable for several months refrigerated if protected from light.); H2O: soluble50 mg/mL (stable for several months refrigerated if protected from light.)
• 外观: white to off-white powder
• 比旋光度: [α]25/D -178.6°, c = 2.5 in H2O(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 22-26
• 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
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... OPRD1(4985), OPRK1(4986), OPRM1(4988), OPRS1(10280)

产品相关信息

• 纯度: ≥98% (TLC and titration)
• 成盐信息: 2 H2O, HCl
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Sigma Aldrich - N7758

Biochem/physiol Actions
Competitive antagonist for μ, κ, δ, and σ opioid receptors; blocks the action of σ-agonists at opioid sites.
Caution
Light sensitive.