Buformin hydrochloride (BioDeep_00000647976)

   


代谢物信息卡片


Buformin hydrochloride

化学式: C6H16ClN5 (193.10941660000003)
中文名称: 丁双胍盐酸盐
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCN=C(N)N=C(N)N.Cl
InChI: 1H

描述信息

C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent > C98234 - Biguanide Antidiabetic Agent
D007004 - Hypoglycemic Agents > D001645 - Biguanides
Buformin hydrochloride (1-Butylbiguanide hydrochloride), a potent AMPK activator, acts as an orally active biguanide antidiabetic agent. Buformin hydrochloride decreases hepatic gluconeogenesis and lowers blood glucose production in vivo. Buformin hydrochloride also has anti-cancer activities and is applied in cancer study (such as, cervical cancer and breast cancer, et al)[1].

同义名列表

3 个代谢物同义名

Buformin hydrochloride; 1-Butylbiguanide (hydrochloride); Buformin (hydrochloride)



数据库引用编号

6 个数据库交叉引用编号

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代谢反应

0 个相关的代谢反应过程信息。

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  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

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文献列表

  • Amin Wurita, Koutaro Hasegawa, Hideki Nozawa, Itaru Yamagishi, Kayoko Minakata, Kanako Watanabe, Osamu Suzuki. Postmortem distribution/redistribution of buformin in body fluids and solid tissues in an autopsy case using liquid chromatography-tandem mass spectrometry with QuEChERS extraction method. Forensic science international. 2020 Sep; 314(?):110376. doi: 10.1016/j.forsciint.2020.110376. [PMID: 32615395]
  • Takahiro Isono, Tokuhiro Chano, Junji Yonese, Takeshi Yuasa. Therapeutic inhibition of mitochondrial function induces cell death in starvation-resistant renal cell carcinomas. Scientific reports. 2016 05; 6(?):25669. doi: 10.1038/srep25669. [PMID: 27157976]
  • Zongjian Zhu, Weiqin Jiang, Matthew D Thompson, Dimas Echeverria, John N McGinley, Henry J Thompson. Effects of metformin, buformin, and phenformin on the post-initiation stage of chemically induced mammary carcinogenesis in the rat. Cancer prevention research (Philadelphia, Pa.). 2015 Jun; 8(6):518-27. doi: 10.1158/1940-6207.capr-14-0121. [PMID: 25804611]
  • Takahiro Isono, Tokuhiro Chano, Asuka Kitamura, Takeshi Yuasa. Glucose deprivation induces G2/M transition-arrest and cell death in N-GlcNAc2-modified protein-producing renal carcinoma cells. PloS one. 2014; 9(5):e96168. doi: 10.1371/journal.pone.0096168. [PMID: 24796485]
  • Kayoko Tahara, Ayumi Yonemoto, Yuji Yoshiyama, Toshiya Nakamura, Masaaki Aizawa, Yoshikuni Fujita, Takashi Nishikawa. Determination of antihyperglycemic biguanides in serum and urine using an ion-pair solid-phase extraction technique followed by HPLC-UV on a pentafluorophenylpropyl column and on an octadecyl column. Biomedical chromatography : BMC. 2006 Nov; 20(11):1200-5. doi: 10.1002/bmc.685. [PMID: 16799926]
  • Tadashi Kiho, Motohiro Kato, Shigeyuki Usui, Kazuyuki Hirano. Effect of buformin and metformin on formation of advanced glycation end products by methylglyoxal. Clinica chimica acta; international journal of clinical chemistry. 2005 Aug; 358(1-2):139-45. doi: 10.1016/j.cccn.2005.02.012. [PMID: 15946656]
  • Takahiko Matsuura, Mariko Miyao, Yuzo Mizuno. [A case of lactic acidosis caused by buformin in an oldest elderly diabetic patient]. Nihon Ronen Igakkai zasshi. Japanese journal of geriatrics. 2005 Mar; 42(2):235-40. doi: 10.3143/geriatrics.42.235. [PMID: 15852659]
  • S Ohara, R Komatsu, T Matsuyama. Short-term effect of buformin, a biguanide, on insulin sensitivity, soluble fraction of tumor necrosis factor receptor and serum lipids in overweight patients with type 2 diabetes mellitus. Diabetes research and clinical practice. 2004 Nov; 66(2):133-8. doi: 10.1016/j.diabres.2004.03.007. [PMID: 15533580]
  • Chen-Hsi Chou, Ching-Ling Cheng, Chien-Chen Huang. A validated HPLC method with ultraviolet detection for the determination of buformin in plasma. Biomedical chromatography : BMC. 2004 May; 18(4):254-8. doi: 10.1002/bmc.312. [PMID: 15162388]
  • Susumu Ogawa, Kazuhisa Takeuchi, Sadayoshi Ito. Plasma BNP levels in the treatment of type 2 diabetes with pioglitazone. The Journal of clinical endocrinology and metabolism. 2003 Aug; 88(8):3993-6. doi: 10.1210/jc.2002-021765. [PMID: 12915698]
  • Nobuyuki Yasuda, Takashi Inoue, Tadashi Nagakura, Kazuto Yamazaki, Kazunobu Kira, Takao Saeki, Isao Tanaka. Enhanced secretion of glucagon-like peptide 1 by biguanide compounds. Biochemical and biophysical research communications. 2002 Nov; 298(5):779-84. doi: 10.1016/s0006-291x(02)02565-2. [PMID: 12419322]
  • Takehito Yamamoto, Makiko Kusama, Kumi Matsuno, Erika Sugiyama, Yasuhiko Yamada, Tatsuji Iga. A new method for determination of buformin in plasma and urine by ion-paired reversed-phase HPLC with ultraviolet detection. Biomedical chromatography : BMC. 2002 Oct; 16(7):453-4. doi: 10.1002/bmc.182. [PMID: 12378556]
  • K Mori, J Nakamura, N Koh, F Sakakibara, Y Hamada, T Hara, T Komori, E Nakashima, K Naruse, N Takeuchi, N Hotta. Increased alanine uptake and lipid synthesis from alanine in isolated hepatocytes of Wistar-Kyoto fatty rats: an inhibitory effect of biguanides. Canadian journal of physiology and pharmacology. 1997 Mar; 75(3):179-84. doi: 10.1139/y97-016. [PMID: 9164699]
  • M A Tashmukhamedova, O A Mukhina, V N Syrov, Z A Khushbaktova, S P Katkova, M I Kosovskiĭ. [Hypoglycemic activity of bicyclic diterpenoids of the clerodane series as compared to adebit and maninil]. Problemy endokrinologii. 1992 Jan; 38(1):48-50. doi: . [PMID: 1308597]
  • H Ogawa, Y Kunoh, T Sugiura, M Nagasaka. Hypoglycemic activities of MTP-3631, a novel thiopyranopyrimidine derivative. Life sciences. 1992; 50(5):375-81. doi: 10.1016/0024-3205(92)90439-v. [PMID: 1732707]
  • O V Korkushko, L N Bogatskaia, A N Kovalenko, S N Novikova, D N Kotko. [Correction of dyslipoproteinemia in middle-aged and elderly patients with atherosclerosis using Essentiale in combination with adebit]. Vrachebnoe delo. 1989 Aug; ?(8):19-22. doi: . [PMID: 2588515]
  • K Kawaji, Y Fujita, Y Yajima, M Shirataka, H Kubo. Usefulness of anaerobic threshold in estimating intensity of exercise for diabetics. Diabetes research and clinical practice. 1989 May; 6(4):303-9. doi: 10.1016/0168-8227(89)90070-3. [PMID: 2502368]
  • Y Kobayashi, H Kubo, T Kinoshita, T Nishikawa. Fluorometric determination of biguanides in serum by high-performance liquid chromatography with reagent-containing mobile phase. Journal of chromatography. 1988 Aug; 430(1):65-71. doi: 10.1016/s0378-4347(00)83134-5. [PMID: 3215962]
  • J Schulze, U Julius, W Leonhardt, H Haller. [Metabolism kinetic characterization of hypertriglyceridemias in drug therapy variations]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1987 Sep; 42(18):506-11. doi: ". [PMID: 3687141]
  • N Kaniwa, N Aoyagi, H Ogata. Use of PKM-MULTI program for fitting discontinuous absorption profiles using a microcomputer. Journal of pharmacobio-dynamics. 1984 Dec; 7(12):900-9. doi: 10.1248/bpb1978.7.900. [PMID: 6549471]
  • R Neubert, W Fürst, W Böhm, S Dabow. [Drug permeation through artificial lipid membranes. 17. The mechanism of ion pair transport]. Die Pharmazie. 1984 Jun; 39(6):401-3. doi: ". [PMID: 6091156]
  • T Mothes, R Neubert, W Fürst. [Drug permeability through artificial lipid membranes. 15: Effect of anions on the transport of buformin in model membranes and isolated, lumen- and vessel-perfused small intestine]. Die Pharmazie. 1983 Jan; 38(1):46-7. doi: ". [PMID: 6844381]
  • P Müller, H Fischer, D Sorger. [Vitamin B12-level in serum of diabetics receiving long-term buformin therapy]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1981 Mar; 36(6):226-8. doi: NULL. [PMID: 7257460]
  • L F Verdonck, B Sangster, A N van Heijst, G de Groot, R A Maes. Buformin concentrations in a case of fatal lactic acidosis. Diabetologia. 1981; 20(1):45-6. doi: 10.1007/bf00253815. [PMID: 7202882]
  • V N Anisimov, V A Aleksandrov, N M Belous, I A Vasil'eva, V B Matson. [Inhibition of the transplacental blastomogenic effect of N-nitrosomethylurea in rats by buformin]. Biulleten' eksperimental'noi biologii i meditsiny. 1980 Jul; 89(7):88-90. doi: . [PMID: 6996759]
  • V A Alexandrov, V N Anisimov, N M Belous, I A Vasilyeva, V B Mazon. The inhibition of the transplacental blastomogenic effect of nitrosomethylurea by postnatal administration of buformin to rats. Carcinogenesis. 1980; 1(12):975-8. doi: 10.1093/carcin/1.12.975. [PMID: 11272113]
  • W Fürst, R Neubert, B Förster, L Reppel. [Drug permeation through synthetic lipid membranes. Part 13: The effects of tensides on the permeation of ionized drugs (author's transl)]. Die Pharmazie. 1980; 34(5-6):315-6. doi: ". [PMID: 7413708]
  • K D Kolenda, W Grille, K Johnsen. [Drug interaction during therapy with tolbutamide. The influence of some commonly used drugs on plasma level and half life in diabetic out-patients (author's transl)]. Medizinische Klinik. 1979 Dec; 74(50):1914-22. doi: . [PMID: 542176]
  • M Quartarone, A Saitta, G Caruso, U Monacciani, G Perdichizzi, G Squadrito. [Behavior of IRI and some blood lipid indices after buformin administration]. Minerva medica. 1979 May; 70(22):1623-8. doi: ". [PMID: 450301]
  • E G Berger, V Brunner, H R Meier, P Moehr. [The effect of oral butyl-biguanide on oral glucose tolerance and renal glucose reabsorption in normal human subjects in vivo (author's transl)]. Klinische Wochenschrift. 1978 Mar; 53(16):275-8. doi: . [PMID: 682523]
  • E Brunová, Z Slabochová, F Hrubá, V Nováková, O Bejblová, K Vondra. [Follow-up study on the effects of buformin on the serum vitamin B-12 level and on the motility of the stomach and small intestine in diabetics]. Vnitrni lekarstvi. 1978 Mar; 24(3):277-81. doi: NULL. [PMID: 644896]
  • P Lefebvre, A Luyckx, F Mosora, M Lacroix, F Pirnay. Oxidation of an exogenous glucose load using naturally labelled 13C-glucose. Effect of butylbiguanide therapy in obese mildly diabetic subjects. Diabetologia. 1978 Jan; 14(1):39-45. doi: 10.1007/bf00429706. [PMID: 627331]
  • P H Althoff, W Fassbinder, M Neubauer, K M Koch, K Schöffling. [Haemodialysis in the treatment of biguanide-induced lactate acidosis (author's transl)]. Deutsche medizinische Wochenschrift (1946). 1978 Jan; 103(2):61-8. doi: 10.1055/s-0028-1104382. [PMID: 627171]
  • F Ritzl, L E Feinendegen, W Lintz, U Tisljar. [Distribution and excretion of 14c-butylbiguanide in man (author's transl)]. Arzneimittel-Forschung. 1978; 28(7):1184-6. doi: . [PMID: 582707]
  • T Koschinsky, F A Gries, P Schwandt, P Weisweiler, W Hansen, J Nijssen, R Beckmann. [Treatment of primary hyperlipoproteinemias of type IIB and IV with butylbiguanide and clofibrate (author's transl)]. MMW, Munchener medizinische Wochenschrift. 1977 May; 119(20):701-4. doi: . [PMID: 195201]
  • W F Caspary, I Zavada, W Reimold, U Deuticke, D Emrich, B Willms. Alteration of bile acid metabolism and vitamin-B12-absorption in diabetics on biguanides. Diabetologia. 1977 May; 13(3):187-93. doi: 10.1007/bf01219698. [PMID: 873086]
  • H Butt, J Reitinger. [Lactic acidosis after administration of guanidine derivatives (buformine, phenformine) (author's transl)]. Medizinische Klinik. 1977 Apr; 72(16):708-11. doi: . [PMID: 857140]
  • H Förster. [The importance of lactate acidosis as a side effect of biguanide therapy]. Fortschritte der Medizin. 1976 Dec; 94(35-36):2065-71. doi: NULL. [PMID: 1010516]
  • P Weisweiler, P Schwandt. [Treatment of primary hyperlipoproteinemias type IV with different biguanides (author's transl)]. Klinische Wochenschrift. 1976 Mar; 54(6):283-5. doi: 10.1007/bf01468924. [PMID: 177803]
  • H Gutsche, L Blumenbach, W Losert, H Wiemann. [Concentration of 14C-1-butylbiguanide in plasma of diabetic patients and its elimination after administration of a new Galenical formulation (author's transl)]. Arzneimittel-Forschung. 1976; 26(6):1227-9. doi: NULL. [PMID: 989423]
  • P Schräpler, E Schulz, J Adlung. [Effect of Buformin retard in adipose patients with impaired glucose tolerance]. Die Medizinische Welt. 1975 Oct; 26(42):1919-21. doi: ". [PMID: 1186481]
  • V R Beckmann. [Reduction of serum triglycerides with a combined application of butylbiguanide and clofibrate in animal experiments]. Arzneimittel-Forschung. 1975 May; 25(5):775-6. doi: NULL. [PMID: 1242321]
  • V M Dil'man, L M Bershteĭn, E V Tsyrlina, Iu F Bobrov, I G Kovaleva. [Correction of endocrine-metabolic disorders in oncologic patients. The effect of biguanides (phenformin and adebita), miskleron and diphenin]. Voprosy onkologii. 1975; 21(11):33-9. doi: NULL. [PMID: 1210118]
  • E LUEDTKE. [ON THE EFFECT OF N1,N-BUTYLBIGUANIDE ON RENAL FUNCTION. II. CHANGES IN INULIN- AND PAH-CLEARANCE]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1964 Jul; 19(?):551-2. doi: NULL. [PMID: 14231856]
  • E LUEDTKE. [INFLUENCING RENAL FUNCTION BY N 1,N-BUTYLBIGUANIDE. I. THE EFFECT ON THE MAXIMAL TUBULAR GLUCOSE RE-ABSORPTION]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1963 Oct; 18(?):923-5. doi: NULL. [PMID: 14093641]