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维基百科

丁双胍

十二月 12, 2023

维基百科中的醫學内容仅供参考，並不能視作專業意見。如需獲取醫療幫助或意見，请咨询专业人士。詳見醫學聲明。

丁二胍，又名丁双胍，药品名丁福明，是一种口服降血糖药，於1957年被合成[2]，主要用于二型糖尿病的治疗，与二甲双胍、苯乙双胍同属于双胍类口服降血糖药。

丁双胍
别名 N-Butylimidocarbonimidic diamide[來源請求]
识别
CAS号 692-13-7  Y
PubChem 2468
ChemSpider 2374
SMILES
 
  • CCCCn:c(:[nH]):[nH]:c(:[nH]):[nH2]
EINECS 211-726-4
DrugBank DB04830
KEGG D00595
MeSH Buformin
ATC代码
性质
化学式 C6H15N5
摩尔质量 157.22 g·mol−1
log P -1.2[1]
药理学
给药途径 口服
药代动力学：
肾脏
相关物质
相关化学品
  • Carmustine
  • Methylarginine
  • Asymmetric dimethylarginine
  • Acecarbromal
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

化学性质 编辑

盐酸丁二胍是白色或黄色，无味，晶体粉末，嚐起來有微酸苦味。

熔点 174 到 177°C，为强碱，可溶于水、甲醇、乙醇，不溶于氯仿和醚类[3][4]。

分配系数 (log P 辛醇-水) -1.20E+00；水溶性在25°C为 7.46E+05 毫克/升。蒸汽压于25°C 为 1.64E-04 毫米汞柱 (估计值)。

作用机理 编辑

盐酸丁二胍能够延迟肠胃途径的糖吸收，增加胰岛素敏感性和细胞的糖摄入，并且抑制肝糖合成。盐酸丁二胍和其他双胍类口服降糖药一样，不是以直接降血糖为主要作用机理，而是对抗血糖水平过高。服用不会产生低血糖的现象，但能够有效降低糖尿病人的空腹与餐后血糖[5]。

剂量 编辑

日常给药剂量为 150–300 毫克 口服[6]。

副作用与用药禁忌 编辑

常见副作用为食欲匮乏，恶心，腹泻，口中有金属味和体重减轻。有糖尿病昏迷，酮酸中毒，严重感染或创伤者禁用。

毒性 编辑

盐酸丁二胍由于可能导致乳酸堆积的機率增加，而在一些国家被下市。目前在罗马尼亚、匈牙利、台湾和日本仍作为处方药被应用。[7][8][9][10][11][12]乳酸堆积症一般只在盐酸丁二胍血浆浓度超过的 0.60 微克/毫升的病人中发生，在肾功能正常的患者中十分罕见。[13][14][15]

抗癌作用 编辑

盐酸丁二胍和二甲双胍还有苯乙双胍一样，抑制癌细胞生长和发育[16][17][18][19][20]。其抗癌机制是由于其可以阻断瓦氏效应，并且将癌细胞的供能途径从细胞基质糖解逆转回依靠线粒体的丙酮酸途径。[21] [22]

参考文献 编辑

  1. ^ F. Macdonald. Dictionary of pharmacological agents: Volumes 1-2 - Page 344, 1997
  2. ^ Seymour L. Shapiro et al. Salts Of N-Amylbiguanide. US Patent number: 2961377; Filing date: Aug 5, 1957; Issue date: 1960
  3. ^ Jacker HJ. [New Pharmacologic Products. 2. Buformin For Oral Therapy Of Diabetes]. Pharm Prax. 1964;10:247-9.
  4. ^ Eustace George Coverly Clarke, Judith Berle, Pharmaceutical Society of Great Britain. Dept. of Pharmaceutical Sciences. Isolation and identification of drugs in pharmaceuticals, body fluids and post-mortem material, Volume 1. Pharmaceutical Press 1974, p226
  5. ^ Enrique Ravina, Hugo Kubinyi. The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. Wiley. 2011 p 215
  6. ^ Gustav Kuschinsky, Heinz Lüllmann. Textbook of pharmacology. Academic Press p 225, 1973
  7. ^ Hankó B, Tukarcs E, Kumli P, Vincze Z. Antidiabetic drug utilization in Hungary. Pharm World Sci. 2005 Jun;27(3):263-5.
  8. ^ Hankó BZ, Reszegi CA, Kumli P, Vincze Z. [Practice of antidiabetic therapy in Hungary]. Acta Pharm Hung. 2005;75(2):77-86.
  9. ^ Jerry L. Schlesser, Gale Research Inc. Drugs available abroad. Derwent Publications, Ltd - 1990 p28
  10. ^ Verdonck L, Sangster B, van Heijst A, de Groot G, Maes R. Buformin concentrations in a case of fatal lactic acidosis. Diabetologia. 1981, 20 (1): 45–6. PMID 7202882. doi:10.1007/BF01789112. 
  11. ^ Chou CH, Cheng CL, Huang CC. A validated HPLC method with ultraviolet detection for the determination of buformin in plasma. Biomed Chromatogr. 2004 May;18(4):254-8.
  12. ^ Takeda Announces Submission Of Application For Additional Indication Of Actos In Japan; Concomitant Therapy With Biguanides For Type 2 Diabetes. Medical News Today. 28 Jan 2007
  13. ^ Wittmann P, Haslbeck M, Bachmann W, Mehnert H. [Lactic acidosis in diabetics on biguanides (author's translation)] Deutsche Medizinische Wochenschrift 102(1):5-10, 1977
  14. ^ Berger W, Mehnert-Aner S, Mülly K, Heierli C, Ritz R. [10 cases of lactic acidosis during biguanide therapy (buformin and phenformin)]. Schweizerische medizinische Wochenschrift. 106:1830-1834, 1976
  15. ^ Deppermann D, Heidland A, Ritz E, Hörl W. [Lactic acidosis--a possible complication in buformin-treated diabetics (author's transl)]. Klin Wochenschr. 1978, 56 (17): 843–53. PMID 713413. 
  16. ^ Sakae Saito, Aki Furuno, Junko Sakurai, Asami Sakamoto, Hae-Ryong Park, Kazuo Shin-ya, Takashi Tsuruo, and Akihiro Tomida. Chemical Genomics Identifies the Unfolded Protein Response as a Target for Selective Cancer Cell Killing during Glucose Deprivation. Cancer Research 2009;69(10):4225–34
  17. ^ Vladimir N. Anisimov. Insulin/IGF-1 signaling pathway driving aging and cancer as a target for pharmacological intervention. Experimental Gerontology Volume 38, Issue 10, October 2003, Pages 1041-1049
  18. ^ Valery A. Alexandrov, Vladimir N. Anisimov, Natalia M. Belous, Inna A. Vasilyeva and Vera B. Mazon. The inhibition of the transplacental blastomogenic effect of nitrosomethylurea by postnatal administration of buformin to rats. Carcinogenesis Volume 1, Issue 12 Pp. 975-978, 1980
  19. ^ Anisimov VN, Ostroumova MN, Dil'man VM. Inhibition of the blastomogenic effect of 7,12-dimethylbenz(a)anthracene in female rats by buformin, diphenin, a polypeptide pineal extract and L-DOPA. Bulletin of Experimental Biology and Medicine. Volume 89, Number 6, 819-822, 1980
  20. ^ Vladimir N. Anisimov, Lev M. Berstein, Irina G. Popovich, Mark A. Zabezhinski, Peter A. Egormin, Margarita L. Tyndyk, Ivan V. Anikin, Anna V. Semenchenko, Anatoli I. Yashin. Central and Peripheral Effects of Insulin/IGF-1 Signaling in Aging and Cancer: Antidiabetic Drugs as Geroprotectors and Anticarcinogens. Annals of the New York Academy of Sciences. 1057:220-234, 2005
  21. ^ Matthew G. Vander Heiden, Lewis C. Cantley, and Craig B. Thompson. Understanding the Warburg Effect: The Metabolic Requirements of Cell Proliferation. Science 324 (5930): 1029-1033, 2009.
  22. ^ Shaw RJ, Lamia KA, Vasquez D, Koo SH, Bardeesy N, Depinho RA, Montminy M, Cantley LC. The kinase LKB1 mediates glucose homeostasis in liver and therapeutic effects of metformin. Science. 2005 Dec 9;310(5754):1642-6.

十二月 12, 2023
丁双胍, 维基百科中的醫學内容仅供参考, 並不能視作專業意見, 如需獲取醫療幫助或意見, 请咨询专业人士, 詳見醫學聲明, 丁二胍, 又名, 药品名丁福明, 是一种口服降血糖药, 於1957年被合成, 主要用于二型糖尿病的治疗, 与二甲双胍, 苯乙双胍同属于双胍类口服降血糖药, 别名, butylimidocarbonimidic, diamide, 來源請求, 识别cas号, ypubchem, 2468chemspider, 2374smiles, ccccn, einecs, 4drugbank, db048. 维基百科中的醫學内容仅供参考 並不能視作專業意見 如需獲取醫療幫助或意見 请咨询专业人士 詳見醫學聲明 丁二胍 又名丁双胍 药品名丁福明 是一种口服降血糖药 於1957年被合成 2 主要用于二型糖尿病的治疗 与二甲双胍 苯乙双胍同属于双胍类口服降血糖药 丁双胍别名 N Butylimidocarbonimidic diamide 來源請求 识别CAS号 692 13 7 YPubChem 2468ChemSpider 2374SMILES CCCCn c nH nH c nH nH2 EINECS 211 726 4DrugBank DB04830KEGG D00595MeSH BuforminATC代码性质化学式 C6H15N5摩尔质量 157 22 g mol 1log P 1 2 1 药理学给药途径 口服药代动力学 排泄 肾脏相关物质相关化学品 CarmustineMethylarginineAsymmetric dimethylarginineAcecarbromal若非注明 所有数据均出自标准状态 25 100 kPa 下 目录 1 化学性质 2 作用机理 3 剂量 4 副作用与用药禁忌 5 毒性 6 抗癌作用 7 参考文献化学性质 编辑盐酸丁二胍是白色或黄色 无味 晶体粉末 嚐起來有微酸苦味 熔点 174 到 177 C 为强碱 可溶于水 甲醇 乙醇 不溶于氯仿和醚类 3 4 分配系数 log P 辛醇 水 1 20E 00 水溶性在25 C为 7 46E 05 毫克 升 蒸汽压于25 C 为 1 64E 04 毫米汞柱 估计值 作用机理 编辑盐酸丁二胍能够延迟肠胃途径的糖吸收 增加胰岛素敏感性和细胞的糖摄入 并且抑制肝糖合成 盐酸丁二胍和其他双胍类口服降糖药一样 不是以直接降血糖为主要作用机理 而是对抗血糖水平过高 服用不会产生低血糖的现象 但能够有效降低糖尿病人的空腹与餐后血糖 5 剂量 编辑日常给药剂量为 150 300 毫克 口服 6 副作用与用药禁忌 编辑常见副作用为食欲匮乏 恶心 腹泻 口中有金属味和体重减轻 有糖尿病昏迷 酮酸中毒 严重感染或创伤者禁用 毒性 编辑盐酸丁二胍由于可能导致乳酸堆积的機率增加 而在一些国家被下市 目前在罗马尼亚 匈牙利 台湾和日本仍作为处方药被应用 7 8 9 10 11 12 乳酸堆积症一般只在盐酸丁二胍血浆浓度超过的 0 60 微克 毫升的病人中发生 在肾功能正常的患者中十分罕见 13 14 15 抗癌作用 编辑盐酸丁二胍和二甲双胍还有苯乙双胍一样 抑制癌细胞生长和发育 16 17 18 19 20 其抗癌机制是由于其可以阻断瓦氏效应 并且将癌细胞的供能途径从细胞基质糖解逆转回依靠线粒体的丙酮酸途径 21 22 参考文献 编辑 F Macdonald Dictionary of pharmacological agents Volumes 1 2 Page 344 1997 Seymour L Shapiro et al Salts Of N Amylbiguanide US Patent number 2961377 Filing date Aug 5 1957 Issue date 1960 Jacker HJ New Pharmacologic Products 2 Buformin For Oral Therapy Of Diabetes Pharm Prax 1964 10 247 9 Eustace George Coverly Clarke Judith Berle Pharmaceutical Society of Great Britain Dept of Pharmaceutical Sciences Isolation and identification of drugs in pharmaceuticals body fluids and post mortem material Volume 1 Pharmaceutical Press 1974 p226 Enrique Ravina Hugo Kubinyi The Evolution of Drug Discovery From Traditional Medicines to Modern Drugs Wiley 2011 p 215 Gustav Kuschinsky Heinz Lullmann Textbook of pharmacology Academic Press p 225 1973 Hanko B Tukarcs E Kumli P Vincze Z Antidiabetic drug utilization in Hungary Pharm World Sci 2005 Jun 27 3 263 5 Hanko BZ Reszegi CA Kumli P Vincze Z Practice of antidiabetic therapy in Hungary Acta Pharm Hung 2005 75 2 77 86 Jerry L Schlesser Gale Research Inc Drugs available abroad Derwent Publications Ltd 1990 p28 Verdonck L Sangster B van Heijst A de Groot G Maes R Buformin concentrations in a case of fatal lactic acidosis Diabetologia 1981 20 1 45 6 PMID 7202882 doi 10 1007 BF01789112 Chou CH Cheng CL Huang CC A validated HPLC method with ultraviolet detection for the determination of buformin in plasma Biomed Chromatogr 2004 May 18 4 254 8 Takeda Announces Submission Of Application For Additional Indication Of Actos In Japan Concomitant Therapy With Biguanides For Type 2 Diabetes Medical News Today 28 Jan 2007 Wittmann P Haslbeck M Bachmann W Mehnert H Lactic acidosis in diabetics on biguanides author s translation Deutsche Medizinische Wochenschrift 102 1 5 10 1977 Berger W Mehnert Aner S Mully K Heierli C Ritz R 10 cases of lactic acidosis during biguanide therapy buformin and phenformin Schweizerische medizinische Wochenschrift 106 1830 1834 1976 Deppermann D Heidland A Ritz E Horl W Lactic acidosis a possible complication in buformin treated diabetics author s transl Klin Wochenschr 1978 56 17 843 53 PMID 713413 Sakae Saito Aki Furuno Junko Sakurai Asami Sakamoto Hae Ryong Park Kazuo Shin ya Takashi Tsuruo and Akihiro Tomida Chemical Genomics Identifies the Unfolded Protein Response as a Target for Selective Cancer Cell Killing during Glucose Deprivation Cancer Research 2009 69 10 4225 34 Vladimir N Anisimov Insulin IGF 1 signaling pathway driving aging and cancer as a target for pharmacological intervention Experimental Gerontology Volume 38 Issue 10 October 2003 Pages 1041 1049 Valery A Alexandrov Vladimir N Anisimov Natalia M Belous Inna A Vasilyeva and Vera B Mazon The inhibition of the transplacental blastomogenic effect of nitrosomethylurea by postnatal administration of buformin to rats Carcinogenesis Volume 1 Issue 12 Pp 975 978 1980 Anisimov VN Ostroumova MN Dil man VM Inhibition of the blastomogenic effect of 7 12 dimethylbenz a anthracene in female rats by buformin diphenin a polypeptide pineal extract and L DOPA Bulletin of Experimental Biology and Medicine Volume 89 Number 6 819 822 1980 Vladimir N Anisimov Lev M Berstein Irina G Popovich Mark A Zabezhinski Peter A Egormin Margarita L Tyndyk Ivan V Anikin Anna V Semenchenko Anatoli I Yashin Central and Peripheral Effects of Insulin IGF 1 Signaling in Aging and Cancer Antidiabetic Drugs as Geroprotectors and Anticarcinogens Annals of the New York Academy of Sciences 1057 220 234 2005 Matthew G Vander Heiden Lewis C Cantley and Craig B Thompson Understanding the Warburg Effect The Metabolic Requirements of Cell Proliferation Science 324 5930 1029 1033 2009 Shaw RJ Lamia KA Vasquez D Koo SH Bardeesy N Depinho RA Montminy M Cantley LC The kinase LKB1 mediates glucose homeostasis in liver and therapeutic effects of metformin Science 2005 Dec 9 310 5754 1642 6 取自 https zh wikipedia org w index php title 丁双胍 amp oldid 77282043, 维基百科，wiki，书籍，书籍，图书馆，

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