1-carbamimidamido-N,N-dimethylmethanimidamide hydrochloride

• ChemBase编号: 72826
• 分子式: C4H12ClN5
• 平均质量: 165.62458
• 单一同位素质量: 165.07812309
• SMILES: NC(=N)NC(=N)N(C)C.Cl
• Canonical SMILES: CN(C(=N)NC(=N)N)C.Cl
• InChI: InChI=1S/C4H11N5.ClH/c1-9(2)4(7)8-3(5)6;/h1-2H3,(H5,5,6,7,8);1H
• InChIKey: OETHQSJEHLVLGH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-carbamimidamido-N,N-dimethylmethanimidamide hydrochloride
• IUPAC传统名: metformin hydrochloride; 1-carbamimidamido-N,N-dimethylmethanimidamide hydrochloride
• 别名: 甲福明 盐酸盐; 二甲双胍 盐酸盐; 二甲双胍; 甲福明 盐酸盐; Glucophage; Riomet; Diabex; Metformin hydrochloride; Metformin hydrochloride; 1,1-Dimethylbiguanide hydrochloride; N,N-Dimethylimidodicarbonimidic Diamide Hydrochloride; Diabetosan; Metiguanide; Glucoform; Glucomet; Glucomin; Glucomine; Orabet; Siamformet; Walaphage; Diabetase; Fluamine; Gliguamid; Glucamet; Glucinan; Glucophege; Stagid; 1-carbamimidamido-N,N-dimethylmethanimidamide hydrochloride; Metformin; 1,1-DIMETHYLBIGUANIDE HYDROCHLORIDE; N,N-Dimethylimidodicarbonimidic diamine; 1,1-Dimethylbiguanide hydrochloride; METFORMIN

登记号

• CAS号: 1115-70-4
• EC号: 214-230-6
• MDL号: MFCD00012582
• PubChem SID: 24893460; 162037747; 24893918
• PubChem CID: 14219

理论计算性质

• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -5.7474184
• LogD (pH = 7.4): -5.6176996
• Log P: -0.91842926
• 摩尔折射率: 56.6427 cm^3
• 极化性: 12.998098 Å^3
• 极化表面积: 88.99 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Water
• 外观: White Solid
• 熔点: 218-220°C; 220-226°C; 223-226 °C(lit.); 223-226°C

安全信息

• 保存条件: -20°C; -20°C Freezer; Room Temperature (15-30°C); Room Temperature (15-30°C), Desiccate
• RTECS编号: DU1800000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/38; R:22
• 安全公开号: 26-36; S:36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319
• GHS警示性声明: 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

• 生物活性机理: Stimulator of hepatic enzyme AMP-activated protein kinase (AMPK)

产品相关信息

• 纯度: ≥97%; 97%; 98%
• 成盐信息: HCL; HCl
• 应用领域: Oral hypoglycaemic agent; Used for treatment of type 2 diabetes
• Pharmacopeia Traceability: traceable to PhEur M0605000; traceable to USP 1396309
• 线性分子式: NH2C(=NH)NHC(=NH)N(CH3)2 · HCl

详细说明

MP Biomedicals - 02151691

Hydrochloride
Purity: 98%
White crystalline powder.

MP Biomedicals - 02157805

Hydrochloride

Selleck Chemicals - S1950

Research Area: Endocrinology
Biological Activity:
Metformin hydrochloride(Glucophage) is a biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. Metformin’s pharmacologic mechanisms of action are different from other classes of oral antihyperglycemic agents. Metformin decreases hepatic glucose production, decreases intestinal absorption of glucose, and improves insulin sensitivity by increasing peripheral glucose uptake and utilization. [1]

Sigma Aldrich - D5035

Biochem/physiol Actions
甲福明是一种抗糖尿病药，可降低血糖水平，提高胰岛素灵敏度。其代谢作用（包括抑制肝脏糖异生作用）至少部分是通过激活 LKB1-AMPK（AMP-活化蛋白激酶）通路进行介导。该通路的激活也涉及到癌细胞系中甲福明的抗增殖和促凋亡作用。

Sigma Aldrich - D150959

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
甲福明是一种抗糖尿病药，可降低血糖水平，提高胰岛素灵敏度。其代谢作用（包括抑制肝脏糖异生作用）至少部分是通过激活 LKB1-AMPK（AMP-活化蛋白激酶）通路进行介导。该通路的激活也涉及到癌细胞系中甲福明的抗增殖和促凋亡作用。
包装
5 g in glass bottle

Sigma Aldrich - 04635

Biochem/physiol Actions
甲福明是一种抗糖尿病药，可降低血糖水平，提高胰岛素灵敏度。其代谢作用（包括抑制肝脏糖异生作用）至少部分是通过激活 LKB1-AMPK（AMP-活化蛋白激酶）通路进行介导。该通路的激活也涉及到癌细胞系中甲福明的抗增殖和促凋亡作用。

Toronto Research Chemicals - M258815

An oral hypoglycemic agent.

参考文献

• http://www.drugbank.ca/drugs/DB00331
• Tucker, G.T., et al.: Brit. J. Clin. Pharmacol., 12, 235 (1981)
• DeFronzo, R.A., et al.: N. Engl. J. Med., 333, 541 (1995)
• Aldrich Library of Infrared Spectra, 3rd edn., 1981, 487G, (ir)
• Werner, E.A. et al., J.C.S., 1922, 1790, (synth)
• Shapiro, S.L. et al., J.A.C.S., 1959, 81, 3728, (synth, pharmacol)
• Ger. Pat., 1969, 1 900 772; CA, 72, 43230d, (synth, deriv)
• Beckmann, R. et al., CA, 1970, 72, 30102p, (metab)
• Nandi, S.D., Tetrahedron, 1972, 28, 845, (uv, deriv)
• Hermann, L.S., Diabetes/Metab. Rev., 1979, 5, 233, (rev)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 247, (synonyms)
• Grigorescu, F. et al., Diabete Metab., 1991, 17, 146, (biochem)
• Bailey, C.J., Gen. Pharmacol., 1993, 24, 1299, (rev)
• Dunn, C.J. et al., Drugs, 1995, 49, 721, (rev)
• Scheen, A.J., Clin. Pharmacokinet., 1996, 30, 359, (rev, pharmacokinet)
• Bretnall, A.E. et al., Anal. Profiles Drug Subst., 1998, 25, 243-293, (rev, pharmacol)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 330
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DQR600; DQR800