CAS: 94-20-2; 4-Chloro-N-(Propylcarbamoyl)Benzenesulfonamide

该化合物是一种第一代的磺酰胺化合物,主要用作管理2型糖尿病的口服低血糖剂,通过刺激胰岛素乙型细胞的胰岛素分泌并可能提高外缘甘蔗的利用率发挥作用.氯丙胺酮由于其缓慢的新陈代谢和肾排泄作用而表现出了长期的行动,允许许多病人每天一次服用.其降低血糖水平的效力是有据可查的,但因其排泄特征而导致肾损伤的病人应谨慎行事.该化合物的抗硫素特性也值得注意,这可能有利于某些糖尿病的患儿.

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CAS号110-78-1 异氰酸丙酯 | CAS号98-64-6 4-氯苯磺酰胺 | CAS号39078-44-9 S-Methyl N-prop... | CAS号96-49-1 碳酸乙烯酯 | CAS号98-64-6 4-氯苯磺酰胺 | CAS号627-06-5 丙脲 | CAS号623-12-1 4-氯苯甲醚 | CAS号2050-68-2 4,4'-二氯联苯 | CAS号108-90-7 氯苯 | CAS号2051-62-9 4-氯联苯 | CAS号71-43-2 苯 | CAS号5769-15-3 对氯苯磺酰异氰酸酯

合成工艺路线路线简述

  • 98-64-6 = 94-20-2
    反应条件:1.1 Catalysts: Cuprous Chloride Solvents: Nitromethane; 2 H,Rt1.2 Reagents: Disodium Edta Dihydrate Solvents: Water; 10 Min,Rt
    标题:Mechanosynthesis Of Pharmaceutically Relevant Sulfonyl-(Thio)Ureas
    作者:Tan,Davin; Strukil,Vjekoslav; Mottillo,Cristina; Friscic,Tomislav
    参考文献:Chemical Communications (Cambridge 日期:2014 卷标:50(40) 页码:5248-5250]

    98-64-6 = 94-20-2
    反应条件:1.1 Catalysts: Boron Trifluoride Etherate Solvents: Diethyl Ether
    标题:Lewis-Acid-Catalyzed Preparation Of Some Carbamates And Sulfonylureas. Application To The Determination Of Enantiomeric Purity Of Chiral Alcohols
    作者:Irie,Hiroshi; Nishimura,Masataka; Yoshida,Morihiro; Ibuka,Toshiro
    参考文献:Journal Of The Chemical Society 日期:1989 卷标:(7) 页码:1209-10]

    342625-52-9 + 18522-94-6 = 94-20-2 [标题:Reaction Conditions
    标题:Reaction With 1-Benzotriazolecarboxylic Acid Chloride V. Synthesis Of Sulfonylureas And Related Compounds
    作者:Butula,I.; Vela,V.; Prostenik,M. V.
    参考文献:Croatica Chemica Acta 日期:1979 卷标:52(1) 页码:47-9]

    98-64-6 = 94-20-2
    反应条件:1.1 Reagents: Nitromethane Catalysts: Cuprous Chloride; 60 Min,45 °C
    标题:Metal-Catalyzed Organic Reactions By Resonant Acoustic Mixing
    作者:Gonnet,Lori; Lennox,Cameron B.; Do,Jean-Louis; Malvestiti,Ivani; Koenig,Stefan G.; Et Al
    参考文献:Angewandte Chemie 日期:2022 卷标:61(13)]

    98-64-6 = 94-20-2
    反应条件:1.1 Reagents: Nitromethane Catalysts: Cuprous Chloride
    标题:Metal-Catalyzed Organic Reactions By Resonant Acoustic Mixing
    作者:Gonnet,Lori; Lennox,Cameron B.; Do,Jean-Louis; Malvestiti,Ivani; Koenig,Stefan G.; Et Al
    参考文献:Chemrxiv 日期:2021 卷标:1 页码:1-14]

    = 94-20-2 [标题:Reaction Conditions
    标题:Synthesis Of Sulfonylurea Derivatives Including Oral Diabetes Remedies By The Selenium-Catalyzed Carbonylation Using Carbon Monoxide With Sulfur
    作者:Mizuno,Takumi; Kino,Takanobu; Ito,Takatoshi; Miyata,Toshiyuki
    参考文献:Kagaku To Kogyo (Osaka) 日期:1999 卷标:73(5) 页码:246-249]

    98-64-6 + 14549-38-3 = 94-20-2
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Chloroform,Acetonitrile; 2 Min,80 °C
    标题:Rapid Multigram-Scale End-To-End Continuous-Flow Synthesis Of Sulfonylurea Antidiabetes Drugs: Gliclazide,Chlorpropamide,And Tolbutamide
    作者:Sagandira,Cloudius R.; Watts,Paul
    参考文献:Synthesis 日期:2022 卷标:54(5) 页码:1365-1374]

    94-20-2 = 94-20-2
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Ph 2.3 - 2.5,Rt
    标题:4-Dimethylaminopyridinium Carbamoylides As Stable And Non-Hazardous Substitutes Of Arylsulfonyl And Heteroaryl Isocyanates
    作者:Saczewski,Franciszek; Kornicka,Anita; Brzozowski,Zdzislaw
    参考文献:Green Chemistry 日期:2006 卷标:8(7) 页码:647-656]

    98-64-6 + 14549-38-3 = 94-20-2
    反应条件:1.1 Catalysts: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Acetonitrile; 4 H,Reflux
    标题:A Facile Synthesis Of Sulfonylureas Via Water Assisted Preparation Of Carbamates
    作者:Tanwar,Dinesh Kumar; Ratan,Anjali; Gill,Manjinder Singh
    参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(23) 页码:4992-4999]

    22663-37-2 = 94-20-2
    反应条件:1.1 Reagents: Sulfuric Acid Solvents: Chlorobenzene; Rt -> 15 °C1.2 20 Min,Rt; 1 H,90 - 95 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; 40 Min
    标题:New Synthesis Method For Chlorpropamid
    作者:Phan,Dinh Chau; Em,Wutthy; Vu,Binh Duong; Le,Thi Thu Hien
    参考文献:Tap Chi Duoc Hoc 日期:2002 卷标:(12) 页码:12-14]

    34543-04-9 = 94-20-2 [标题:Reaction Conditions
    标题:Synthesis Of Chloropropamide,A Drug For Treatment Of Diabetes Mellitus
    作者:Phan,Dinh Chau; Vu,Binh Duong; Em,Wutthy; Le,Thi Thu Hien; Van,Thi My Hue
    参考文献:Tap Chi Duoc Hoc 日期:2002 卷标:(9) 页码:18-20]

    = 94-20-2 [标题:Reaction Conditions
    标题:Preparation Of Hsf1 Inhibitors For Treatment Of Cancer
    参考文献:World Intellectual Property Organization]

    = 94-20-2 [标题:Reaction Conditions
    标题:Synthesis Of Sulfonylurea Derivatives Used As Oral Antidiabetics By The Selenium-Assisted Carbonylation Using Carbon Monoxide With Sulfur
    作者:Mizuno,Takumi; Kino,Takanobu; Ito,Takatoshi; Miyata,Toshiyuki
    参考文献:Synthetic Communications 日期:2000 卷标:30(17) 页码:3081-3089]

    = 94-20-2 [标题:Reaction Conditions
    标题:Synthesis,Characterization,Electrochemical And In Vivo Pharmacological Studies Of 1-(4-Chlorobenzenesulfonyl)-3-Propylurea [chlorpropamide] With Some Essential Metals
    作者:Narad,Sandeep R.; Mishra,Nirankar N.; Pandey,Pratibha; Kumar,Ashok; Pitre,Krishna S.
    参考文献:Journal Of Analytical Chemistry (Translation Of Zhurnal Analiticheskoi Khimii) 日期:1996 卷标:51(1) 页码:56-8]

    = 94-20-2 [标题:Reaction Conditions
    标题:Preparation Of N-(P-Chlorobenzenesulfonyl)-N'-Propylurea [chlorpropamide]
    参考文献:Poland]

    = 94-20-2 [标题:Reaction Conditions
    标题:Preparation Of Arylsulfonylurea Derivatives
    参考文献:Japan]

    = 94-20-2 [标题:Reaction Conditions
    标题:Chlorpropamide
    参考文献:Ussr]

    = 94-20-2 [标题:Reaction Conditions
    标题:1-P-Substituted Benzenesulfonyl-3-Alkyl-Urea Derivatives
    参考文献:Japan]

    = 94-20-2 [标题:Reaction Conditions
    标题:(Phenylsulfonyl)Ureas
    参考文献:Federal Republic Of Germany]

    = 94-20-2 [标题:Reaction Conditions
    标题:Phenylsulfonylureas
    参考文献:Federal Republic Of Germany
异氰酸丙酯,4-氯苯磺酰胺置于copper(L) Chloride体系中,用 硝基甲烷 作为反应溶剂,化学反应 1.0H,反应生成 氯磺丙脲
参考文献:通过共振声学混合进行金属催化的有机反应**
标题:通过共振声学混合进行金属催化的有机反应**
摘要:共振声学混合 (Ram) 可实现机械化学有机合成,避免研磨或粉碎介质以及大量溶剂.ram 方法能够显着简化和改进机械化学烯烃复分解,这是烯-炔复分解的第一个机械化学策略,并允许将药学活性磺酰脲的机械化学合成直接放大 200 倍,而无需对反应条件进行任何重大改变或转换.
DOI:10.1002/anie.202115030

海关参考信息

专利信息


专利号:US-10005720-B2
优先权日:2013-04-05
标题:Compounds useful for the treatment of metabolic disorders and synthesis of the same
发明人:SEXTON JONATHAN Z; BRENMAN JAY E; MUSSO DAVID L
权利人:NORTH CAROLINA CENTRAL UNIV; UNIV NORTH CAROLINA CHAPEL HILL
摘要:The present invention provides compounds of Formula (I): wherein variables X, Y, Z and R1 are as described herein. Some of the compounds described herein are glutamate dehydrogenase activators. The invention is also directed to pharmaceutical compositions comprising these compounds, uses of these compounds and compositions in the treatment of metabolic disorders as well as synthesis of the compounds.

专利号:WO-2025101716-A1
优先权日:2023-11-07
标题:Processes for synthesis of trifunctionalized sulfur(vi) compounds
发明人:LOPCHUK JUSTIN; SHULTZ ZACHARY; ATHAWALE PARESH
权利人:H LEE MOFFITT CANCER CT & RES
摘要:This disclosure describes processes for the asymmetric synthesis of trifunctionalized sulfur(VI) containing organic compounds of Formula I and Formula VI, as well as compounds of Formula I and Formula VI prepared by the processes described.

专利号:US-2008287407-A1
优先权日:2003-12-10
标题 :Nitric Oxide Releasing Pyruvate Compounds, Compositions and Methods of Use
发明人:GARVEY DAVID S; FANG XINQIN; KHANAPURE SUBHASH P; RANATUNGA RAMANI R; WEY SHIOW-JYI
权利人:NITROMED INC
摘要:The invention describes novel nitrosated and/or nitrosylated pyruvate compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated and/or nitrosylated pyruvate compound, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or at least one therapeutic agent. The invention also provides novel compositions comprising at least one pyruvate compound and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one pyruvate compound, that is optionally nitrosated and/or nitrosylated, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides methods for treating diseases resulting from oxidative stress, diabetes, reperfusion injury following ischemia, preservation of tissues, organs, organ parts and/or limbs.

专利号:US-2024270683-A1
优先权日:2021-06-17
标题 :A process for preparation of an intermediate of l-glufosinate
发明人:MUDALIAR CHANDRASEKHAR DAYAL; MISHRA ASHISHKUMAR RAVINDRA
权利人:MUDALIAR CHANDRASEKHAR DAYAL; MISHRA ASHISHKUMAR RAVINDRA
摘要:The present invention provides a process for preparation of compound of formula (I), a key intermediate in synthesis of L-glufosinate or its salt. wherein P2 is an amino-protecting group; R1 is hydrogen, substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C1 to C6 alkenyl group, a substituted or unsubstituted C1 to C6 alkynyl group, a substituted or unsubstituted C3 to C10 cycloalkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C10 heteroaryl group; and X is a halogen or hydroxyl group.

专利号:US-2023111600-A1
优先权日:2019-12-17
标题 :Polymeric fatty acid compounds for the treatment of fibrous amino acid-based substrates, especially hair
发明人:WAGNER ROLAND; STREICHER KATHARINA; ROHMANN LAURA; WENSKE CHRISTIAN; HAVELI SHRUTISAGAR DATTATRAYA
权利人:MOMENTIVE PERFORMANCE MAT GMBH
摘要:The present invention is directed at mono-, di- or polyquaternary ammonium compounds of the formula (I) wherein x is 1 to 50, and F can be the same or different and is represented by the general formula (II) wherein at least one of the optionally substituted and optionally functional-group-containing hydrocarbon radicals R 1 , R 2 , R 3 , R 4 or R 5 contains at least one estolide moiety comprising two or more ester or amide moieties. The invention also relates to a process for the synthesis of such compounds, the use of the compounds in cosmetic formulations for skin and hair care, cosmetic compositions for the treatment of fibers, and compositions containing one or more of the compounds for the treatment of hair.

专利号:US-2024294559-A1
优先权日:2021-06-15
标 题:One pot process for preparation of a chiral amino acid
发明人:MUDALIAR CHANDRASEKHAR DAYAL; MISHRA ASHISHKUMAR RAVINDRA; DESHMUKH MUKESH; KINI PRASHANT VASANT
权利人:UPL LTD
摘要:The present invention discloses a synthesis of herbicidally active amino acid compounds. The present invention provides a simple and efficient process for preparation of L-glufosinate and its salts.
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主要参考文献


1: Kichanov SE, Kozlenko DP, Wąsicki J, Nawrocik W, Dubrovinsky LS, Liermann HP, Morgenroth W, Savenko BN. The polymorphic phase transformations in the chlorpropamide under pressure. J Pharm Sci. 2015 Jan;104(1):81-6. doi: 10.1002/jps.24241. Epub 2014 Nov 12. doi: 10.1107/S0108768112051142. Epub 2013 Jan 19. doi: 10.1107/S0108768111004290. Epub 2011 Mar 10. doi: 10.1016/j.ejps.2009.12.008. Epub 2009 Dec 29. doi: 10.1107/S010876810903290X. Epub 2009 Oct 27. doi: 10.1002/jps.21471. Epub 2007 May 11. Epub 2006 Jul 16. Corrected and republished in: Chem Biol Interact. 2001 Nov 28;138(2):201-15. Spanish. Erratum in: Biochem Pharmacol 1998 May 15;55(10):1739.

合成参考文献


参考文献:10.1186/1475-2840-10-66
摘要:Tschöpe D, Bramlage P, Binz C, Krekler M, Plate T, Deeg E, Gitt AK. Antidiabetic pharmacotherapy and anamnestic hypoglycemia in a large cohort of type 2 diabetic patients - an analysis of the DiaRegis registry. Cardiovascular Diabetology. 2011 Jul 14;10(1):66. doi: 10.1186/1475-2840-10-66.
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