bis(1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione); ethane-1,2-diamine

• ChemBase编号: 1093
• 分子式: C16H24N10O4
• 平均质量: 420.42636
• 单一同位素质量: 420.1981993
• SMILES: O=c1n(c(=O)n(c2nc[nH]c12)C)C.O=c1n(c(=O)n(c2nc[nH]c12)C)C.NCCN
• Canonical SMILES: Cn1c(=O)n(C)c2c(c1=O)[nH]cn2.Cn1c(=O)n(C)c2c(c1=O)[nH]cn2.NCCN
• InChI: InChI=1S/2C7H8N4O2.C2H8N2/c2*1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h2*3H,1-2H3,(H,8,9);1-4H2
• InChIKey: FQPFAHBPWDRTLU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: bis(1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione); ethane-1,2-diamine; bis(1,3-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione); ethane-1,2-diamine
• IUPAC传统名: bis(1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione); ethane-1,2-diamine; ethylenediamine; bis(theophylline); bis(constant-T); ethylenediamine
• 商标名: Aminocardol; Aminodur; Ammophyllin; Cardiofilina; Cardiomin; Cardophylin; Cardophyllin; Carena; Cariomin; Diaphylline; Diophllin; Diuxanthine; Dobo; Dura-Tab S.M. Aminophylline; Ethophylline; Etilen-Xantisan Tabl.; Eurphyllin; Euufillin; Genophyllin; Grifomin; Inophylline; Lasodex; Linampheta; Lixaminol; Metaphyllin; Metaphylline; Methophylline; Minaphil; Miofilin; Neophyiline; Norofilina; Peterphyllin; Phylcardin; Phyllindon; Phyllocontin; Phyllocontin-350; Rectalad Aminophylline; Rectalad-Aminophylline; Somophyllin; Somophyllin O; Somophyllin-O; Stenovasan; Syntophyllin; Theodrox; Theolamine; Theolone; Theophyldine; Theophyline Ethylenediamine; Theophyllamine; Theophyllaminum; Theophyllin Aethylendiamin; Theophyllin Ethylenediamine; Theophylline Ethylenediamine; Thephyldine; Truphylline; Variaphylline; Vasofilina
• 别名: (茶碱)2 aO 乙二胺; 1,3-二甲基-3,7-二氢-1H-嘌呤-2,6-二酮-1,2-乙二胺盐配混物 (2:1); 茶碱与乙二胺配混物 (2:1) 二水合物; 茶碱半乙二胺络合物; 氨茶碱 水合物; Aminophylline dihydrochloride hyderate; Truphylline; Aminophyllin; Aminophylline Anhydrous; Aminophylline Dihydrate; Aminophylline Dye Free; Aminophylline; (Theophylline)2 aO Ethylenediamine; 3,7Dihydro1,3dimethyl1Hpurine2,6dione, Cmpd. with 1,2ethanediamine (2:1); Theophyllin hemiethylenediamine complex; Theophylline, compound with ethylenediamine (2:1) dihydrate; Aminophyllin hydrate; (Theophylline)2 · Ethylenediamine; 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1); Theophylline hemi(ethylenediamine) complex; Theophylline hemiethylenediamine complex; Aminophylline; Somopphyllin; Aminocadol; Phyllocontin

登记号

• CAS号: 317-34-0
• EC号: 206-264-5
• MDL号: MFCD00013221
• PubChem SID: 24277691; 46508784; 160964556
• PubChem CID: 9433
• ATC码: R03DA05
• CHEMBL: 1210
• Chemspider ID: 9062
• DrugBank ID: DB01223
• KEGG ID: D00227
• 美国药典/FDA物质标识码: 27Y3KJK423
• 维基百科标题: Aminophylline
• Medline Plus: a601015

理论计算性质

• Acid pKa: 7.8151274
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.7712048
• LogD (pH = 7.4): -0.89392424
• Log P: -0.7693217
• 摩尔折射率: 44.9345 cm^3
• 极化性: 16.128607 Å^3
• 极化表面积: 69.3 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 2E+005 mg/L; alcohol: insoluble; H2O: soluble50 mg/mL (solutions should be freshly prepared.)
• 外观: white to off-white powder
• 疏水性(logP): -3.03

安全信息

• 保存条件: -20°C
• RTECS编号: XH5600000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 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): 3
• 危险公开号: 22; R:22
• 安全公开号: S:36/37/39
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C

药理学性质

• 给药途径: oral, i.v.
• 半衰期: 7-9 hours
• 蛋白结合率: 60%
• 法定药品分级: P (UK)
• 生物活性机理: Calcium antagonist; CNS stimulant; Phosphodiesterase inhibitor; Vasodilator

产品相关信息

• 纯度: ≥98%; 99%
• 成盐信息: ethane-1,2-diamine; Ethylenediamine
• 应用领域: Cardiac stimulant; Diuretic; Smooth muscle relaxant
• Empirical Formula (Hill Notation): C14H16N8O4 · C2H8N2 · xH2O

详细说明

DrugBank - DB01223

• Drug Groups: approved
• Description: Aminophylline is a drug combination that contains theophylline and ethylenediamine in 2:1 ratio. [Wikipedia]
• Indication: For the treatment of bronchospasm due to asthma, emphysema and chronic bronchitis.
• Pharmacology: Aminophylline is the ethylenediamine salt of theophylline. Theophylline stimulates the CNS, skeletal muscles, and cardiac muscle. It relaxes certain smooth muscles in the bronchi through PDE3 inhibition, produces diuresis, and causes an increase in gastric secretion.
• Affected Organisms: Humans and other mammals
• Half Life: 7-9 hours
• Protein Binding: 60%
• Distribution: * 0.3 to 0.7 L/kg
• Clearance: * 0.29 mL/kg/min [postnatal age 3-15 days]; * 0.64 mL/kg/min [postnatal age 25-57 days]; * 1.7 mL/kg/min [?1-4 years]; * 1.6 mL/kg/min [4-12 years]; * 0.9 mL/kg/min [13-15 years]; * 1.4 mL/kg/min [16-17 years]; * 0.65 mL/kg/min [Adults (16-60 years), non-smoking asthmatics]; * 0.41 mL/kg/min [Elderly (>60 years). liver, and renal function]; * 0.33 mL/kg/min [Acute pulmonary edema]; * 0.54 mL/kg/min [COPD->60 years, stable non-smoker >1 year]; * 0.48 mL/kg/min [COPD with cor pulmonale]; * 1.25 mL/kg/min [Cystic fibrosis (14-28 years)]; * 0.31 mL/kg/min [Liver disease -cholestasis]; * 0.35 mL/kg/min [cirrhosis]; * 0.65 mL/kg/min [acute hepatitis]; * 0.47 mL/kg/min [Sepsis with multi-organ failure]; * 0.38 mL/kg/min [hypothyroid]; * 0.8 mL/kg/min [hyperthyroid]
• External Links: Wikipedia; Drugs.com

Selleck Chemicals - S1673

Research Area: Respiratory Diseases
Biological Activity:
Aminophylline(Phyllocontin, Truphylline) is a competitive nonselective phosphodiesterase inhibitor with an IC50 of 0.12 mM and also a nonselective adenosine receptor antagonist. It is a bronchodilator. It is a compound of the bronchodilator theophylline with ethylenediamine in 2:1 ratio. [1][2] [3]

Sigma Aldrich - A1755

Biochem/physiol Actions
Non-selective phosphodiesterase (PDE) inhibitor. Antiepileptic drug
包装
25, 100 g in poly bottle

参考文献

• http://en.wikipedia.org/wiki/Aminophylline
• Spiteller, G. et al., Monatsh. Chem., 1962, 93, 632, (ms)
• Twanmoh, L.-M. et al., J. Het. Chem., 1973, 10, 187, (pmr)
• Takayama, S. et al., Chem. Pharm. Bull., 1974, 22, 1200, (synth, uv)
• Nicolau, C. et al., Z. Naturforsch., C, 1974, 29, 475, (cmr)
• Cohen, J.L., Anal. Profiles Drug Subst., 1975, 4, 466, (rev, ir, pmr, uv, ms, anal)
• Goeber, B. et al., Pharmazie, 1978, 33, 717, (ms)
• Naqvi, A.A. et al., J. Appl. Crystallogr., 1981, 14, 464, (cryst struct)
• Thakker, K.D. et al., Anal. Profiles Drug Subst., 1982, 11, 1, (rev, Aminophylline)
• Nishijo, J. et al., Chem. Pharm. Bull., 1982, 30, 391, (salts)
• Bukowsky, M. et al., Ann. Intern. Med., 1984, 101, 63, (rev, pharmacol)
• Weinberger, M., J. Allergy Clin. Immunol., 1984, 73, 525, (rev, pharmacol, tox)
• Grant, J.A. et al., J. Allergy Clin. Immunol., 1986, 78, 669, (rev, pharmacol)
• Rowe, D.J.F. et al., Ann. Clin. Biochem., 1988, 25, 4, (rev, pharmacol, tox, metab)
• Agostini, O. et al., Arzneim.-Forsch., 1990, 40, 1089, (Isbufylline, props, pmr, ms, ir, uv, cmr, cryst struct)
• Atta-ur-Rahman et al., The Alkaloids, 1990, 38, 232, (spectra)
• IARC Monog., 1991, 51, 391, (rev, tox)
• Kondo, K. et al., Tetrahedron, 1992, 48, 7145-7148, (Aplysidine)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1314; 1315; 1319
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 793, (synonyms)
• Ebisuzaki, Y. et al., Acta Cryst. C, 1997, 53, 777-779, (cryst struct)
• Markham, A. et al., Drugs, 1998, 56, 1081-1091, (rev)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TEP000; TEP500
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 214B, (nmr)
• U.S. Pat., 1946, 2 404 319; CA, 40, 6214, (Ambuphylline)
• Blout, E.R. et al., J.A.C.S., 1950, 72, 479, (ir)