2,3-bis(nitrooxy)propyl nitrate

• ChemBase编号: 608
• 分子式: C3H5N3O9
• 平均质量: 227.0865
• 单一同位素质量: 227.00257876
• SMILES: O([N+](=O)[O-])C(CO[N+](=O)[O-])CO[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)OC(CO[N+](=O)[O-])CO[N+](=O)[O-]
• InChI: InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
• InChIKey: SNIOPGDIGTZGOP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-bis(nitrooxy)propyl nitrate
• IUPAC系统名: 2,3-Bis(nitrooxy)propyl nitrate
• IUPAC传统名: 2,3-bis(nitrooxy)propyl nitrate
• 商标名: Nitrospan; Nitrostat; Tridil; Transderm Nitro; Nitro-Dur; Nitrolingual Pump Spray; Natispray; Minitran; Nitronet; Nitrocap; Nitrong parenteral; Cellegesic; Rectogesic
• 别名: TNG; NTG; NG; Nitroglycerine; Trinitroglycerin; Glyceryl trinitrate; nitroglycerin ointment; Nitroglycerin; 1,3-Dinitrooxypropan-2-yl nitrate; Propane-1,2,3-triyl trinitrate

登记号

• CAS号: 55-63-0
• EC号: 200-240-8
• Beilstein号: 1802063
• PubChem SID: 46509120; 160964071
• PubChem CID: 4510
• CHEBI ID: 28787
• ATC码: C05AE01; C01DA02
• CHEMBL: 730
• Chemspider ID: 4354
• DrugBank ID: DB00727
• Gmelin ID: 165859
• KEGG ID: D00515
• 医学主题词(MeSH): Nitroglycerin
• 美国药典/FDA物质标识码: G59M7S0WS3
• 维基百科标题: Nitroglycerin

理论计算性质

JChem

• 质子受体: 9
• 质子供体: 0
• LogD (pH = 5.5): 0.93584067
• LogD (pH = 7.4): 0.93584067
• Log P: 0.93584067
• 摩尔折射率: 40.5981 cm^3
• 极化性: 15.065297 Å^3
• 极化表面积: 165.15 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.25
• LOG S: -3.05
• 溶解度: 2.04e-01 g/l

分子性质

理化性质

• 溶解度: acetone, ether, benzene, alcohol; slightly in water; Slightly soluble
• 外观: Colorless liquid
• 熔点: 14°C
• 沸点: 50°C (explodes)
• 密度: 1.6 g cm^-3 (at 15 °C)
• 分配系数: 2.154
• 疏水性(logP): 1
• 标准摩尔燃烧焓 (ΔcH^o298): -1.529 MJ mol^-1
• 标准摩尔生成焓 (ΔfH^o298): -370 kJ mol^-1

安全信息

• 欧盟危险性物质标志: 爆炸性(Explosive) (E); 环境危害性(Nature polluting) (N); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 0143, 0144, 1204, 3064, 3319
• 危险公开号: R3, R12, R26/27/28, R33, R51/53
• 安全公开号: S1/2, S33, S35, S36/37, S45, S53, S61
• 欧盟危险品索引: 603-034-00-X
• NFPA704:
  

  3

  2

  4
• 爆速: 7700 m s^-1
• 摩擦感度: High
• 撞击感度: High
• TNT当量: 1.50

药理学性质

• 给药途径: Intravenous, Oral, Sublingual, Topical, Transdermal
• 生物利用度: <1%
• 半衰期: 3 min
• 代谢: Hepatic
• 法定药品分级: S3 (Australia)
• 妊娠期药物分类: C (US)

详细说明

DrugBank - DB00727

• Drug Groups: approved; investigational
• Description: A volatile vasodilator which relieves angina pectoris by stimulating guanylate cyclase and lowering cytosolic calcium. [PubChem]
• Indication: For the prevention of angina
• Pharmacology: Nitroglycerin, an organic nitrate, is available in many forms as a vasodilator. Nitroglycerin is used in the treatement of angina pectoris and perioperative hypertension, to produce controlled hypotension during surgical procedures, to treat hypertensive emergencies, and to treat congestive heart failure associated with myocardial infarction.
• Toxicity: Increased intracranial pressure, with any or all of persistent throbbing headache, confusion, and moderate fever; Vertigo; Palpitations; Visual disturbances; Nausea and vomiting (possibly with colic and even bloody diarrhea); Syncope (especially in the upright posture); Air hunger and dyspnea, later followed by reduced ventilatory effort; Diaphoresis, with the skin either flushed or cold and clammy; Heart block and bradycardia; Paralysis; Coma; Seizures; Death.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic, cytochrome P450 (P450) is a key enzyme of organic nitrate biotransformation
• Half Life: 3 minutes
• Distribution: * 3 L/kg
• Clearance: * 1 L/kg/min
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com