CAS: 85721-33-1; 1-Cyclopropyl-6-Fluoro-4-Oxo-7-(Piperazin-1-yl)-1,4-Dihydroquinoline-3-Carboxylic Acid

• 英文名称1-Cyclopropyl-6-Fluoro-4-Oxo-7-(Piperazin-1-yl)-1,4-Dihydroquinoline-3-Carboxylic Acid
• 中文名称环丙沙星
• IUPAC名称1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
• 其它别名1-Cyclopropyl-6-Fluoro-1,4-Dihydro-4-Oxo-7-(1-Piperazinyl)-3-Quinolinecarboxylic Acid ; 1-Cyclopropyl-6-Fluoro-4-Oxo-7-(Piperazin-1-yl)-1,4-Dihydroquinoline-3-Carboxylic Acid
• CAS编号85721-33-1
• MFCD编号:MFCD00185755
• EINECS号:617-751-0
• FDA UNII编号:5E8K9I0O4U
• 分子式:C17H18FN3O3
• 分子量:331.34
• 产品CID: 1855594
• 同类组份化合物CAS85721-33-1 (free base)86393-32-0 (HCl hydrate)86483-48-9 (xHCl)93107-08-5 (HCl)96186-80-0 (lactate)97867-33-9 (lactate)
• 产品分类原料药 → 人工合成抗感染类药 → 喹诺酮类药

• 相似结构搜索
• 产品信息参考;
• InChIKey: MYSWGUAQZAJSOK-UHFFFAOYSA-N
• InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)…
• 计算化学: 氢键受体数7.0氢键供体数2.0可旋转键数3.0

物理性质

• 熔点255-257 °C
• 沸点581.8±50.0 °C at 760 mmHg
• 闪点305.6±30.1 °C
• 密度1.5±0.1 g/cm3
• pKa:pKa 4.04 (Uncertain)
• PSA:74.57
• LogP:0.65
• 折射率1.655
• 蒸汽压0.0±1.7 mmHg at 25°C
• 溶解性Soluble In 0.1N Hcl At 25mg/mL. Poorly Soluble In DMSO
• 外观形态白色至几乎白色粉末
• 储存条件请置于阴暗处, 惰性气氛中,2-8°C
• 产品应用环丙沙星(85721-33-1)的用途:临床多用其盐酸盐,用于呼吸道感染,泌尿道感染,肠道感染,胆道各系统感染,腹腔内感染,妇科疾病感染,骨关节感染及全身严重感染的治疗.为第三代喹诺酮类抗菌素,抗菌谱广,杀菌力强而迅速.对包括绿脓杆菌,肠道细菌及金黄色葡萄球菌在内的革兰阳性和阴性菌均有杀菌作用.详情请看
• 性质描述白色或微黄色结晶性粉末.

MSDS等安全信息

• GHS象形图
• GHS符号GHS09;
  注释: Environment
• 危险类别水生慢性毒性 类别1
  严重眼刺激 类别2
  水生慢性毒性 类别3
  水生急性毒性 类别1
  生殖毒性 类别2
  特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  呼吸道致敏 类别1
  皮肤致敏 类别1
  严重眼刺激 类别2A
• 警示词Warning(警告)
• 危险描述H410 |对水生生物毒性极大并具有长期持续影响.
  H319 |造成严重眼刺激.
  H412 |对水生生物有害并具有长期持续影响.
  H400 |对水生生物毒性极大.
  H361 |怀疑对生育能力或胎儿造成损害.
  H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H334 |吸入可能引起过敏或哮喘症状或呼吸困难.
  H317 |可能引起皮肤过敏反应.
• 防范说明P273-P501
• UN编号UN 3077 9 / PGIII
• 危险品标志Xi
• 安全声明26-36-24/25
• 危险类别码36/37/38
• WGK Germany2

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 Ciprofloxacin 主要起始原料 Piperazine And 1-Cyclopropyl-6,7-Difluoro-1,4-Dihydro-4-Oxoquinoline-3-Carboxylic Acid
• 93107-08-5 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Water
  标题:Ciprofloxacin-Tethered 1,2,3-Triazole Conjugates: New Quinolone Family Compounds To Upgrade Our Antiquated Approach Against Bacterial Infections
  作者:Agarwal,Alka; Et Al
  参考文献:Acs Omega 日期:2022 卷标:7(3) 页码:2725-2736]
  
  119489-54-2 = 85721-33-1
  反应条件:1.1 Solvents: Dimethyl Sulfoxide
  标题:Regioselective Nucleophilic Substitution Of Halogen Derivatives Of 1-Substituted 4-Oxo-1,4-Dihydroquinoline-3-Carboxylic Acids
  作者:Hermecz,Istvan; Et Al
  参考文献:Heterocycles 日期:1998 卷标:48(6) 页码:1111-1116]
  
  = 85721-33-1
  反应条件:1.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Sulfolane1.2 Reagents: Sodium Acetate Solvents: Water
  标题:Process For Preparation Of Quinolinecarboxylic Acid Derivatives Via Boron Complexes
  参考文献:Spain]
  
  86393-33-1 = 85721-33-1
  反应条件:1.1 Catalysts: Zirconium Dioxide (Sulfonic Acid Derivative Absorbed On Ferrite) Solvents: Water; 22 Min,Reflux
  标题:Nano-Fe3O4@zro2-So3H As Highly Efficient Recyclable Catalyst For The Green Synthesis Of Fluoroquinolones
  作者:Nakhaei,Ahmad; Et Al
  参考文献:Letters In Organic Chemistry 日期:2018 卷标:15(9) 页码:739-746]
  
  = 85721-33-1
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Reflux1.2 Reagents: Acetic Acid; Ph 7,Rt
  标题:Regioselective Synthesis Of Quinolone Antibacterials Via Borate Complex Of Quinolonecarboxylic Acid
  作者:Heravi,Majid M.; Et Al
  参考文献:Journal Of Chemical Research 日期:2005 卷标:(9) 页码:578-579]
  
  93107-30-3 = 85721-33-1
  反应条件:1.1 Solvents: Pyridine
  标题:Quinolone Antibacterial Agents. Synthesis And Structure-Activity Relationships Of 8-Substituted Quinoline-3-Carboxylic Acids And 1,8-Naphthyridine-3-Carboxylic Acids
  作者:Sanchez,Joseph P.; Et Al
  参考文献:Journal Of Medicinal Chemistry 日期:1988 卷标:31(5) 页码:983-91]
  
  93107-30-3 = 85721-33-1
  反应条件:1.1 Solvents: Dimethyl Sulfoxide; 6 H,95 °C; Cooled1.2 Reagents: Acetic Acid; Ph 7
  标题:Improved Synthesis Of Ciprofloxacin
  作者:Li,Zhuang; Et Al
  参考文献:Youjifu Gongye 日期:2008 卷标:(2) 页码:11-12]
  
  101799-76-2 = 85721-33-1
  反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dimethyl Sulfoxide; 1.7 Min,150 °C1.2 Solvents: Dimethyl Sulfoxide; 6.7 Min,150 °C1.3 Reagents: Sodium Hydroxide Solvents: Water1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 7,Rt
  标题:A Rapid Total Synthesis Of Ciprofloxacin Hydrochloride In Continuous Flow
  作者:Lin,Hongkun; Et Al
  参考文献:Angewandte Chemie 日期:2017 卷标:56(30) 页码:8870-8873]
  
  = 85721-33-1
  反应条件:1.1 Solvents: 1,1′-Biphenyl,Mixt. With 1,1′-Oxybis[benzene]
  标题:Process For N-Cyclopropylation Of Aromatic Amines,Particularly Quinolones And Naphthyridines.
  参考文献:World Intellectual Property Organization]
  
  88419-56-1 + 2289609-35-2 + 2256089-87-7 = 85721-33-1
  反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Toluene; -78 °C; 30 Min,-78 °C1.2 10 Min,-78 °C; 1 H,-78 °C -> Rt; 1 H,Rt1.3 Solvents: Dimethyl Sulfoxide; Rt; Rt -> 120 °C; 2 H,120 °C; 120 °C -> 90 °C1.4 Reagents: Sodium Hydroxide; 1 H,90 °C; 90 °C -> Rt1.5 Reagents: Hydrochloric Acid Solvents: Water; Ph 7,Rt
  标题:A Consolidated And Continuous Synthesis Of Ciprofloxacin From A Vinylogous Cyclopropyl Amide
  作者:Tosso,N. Perrer; Et Al
  参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(6) 页码:3370-3376]
  
  107884-23-1 = 85721-33-1
  反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Water; 6 H,Rt
  标题:Design,Synthesis And Biological Evaluation Of Novel Quinoline Analogues As Hiv-1 Integrase Inhibitor
  作者:Deo,K. D.; Et Al
  参考文献:International Journal Of Pharmaceutical Sciences And Research 日期:2020 卷标:11(3) 页码:1210-1223]
  
  107884-23-1 = 85721-33-1 [标题:Reaction Conditions
  标题:Sustainable And Efficient Cui-Nps-Catalyzed Cross-Coupling Approach For The Synthesis Of Tertiary 3-Aminopropenoates,Triazoles,And Ciprofloxacin
  作者:Nayal,Onkar S.; Et Al
  参考文献:Asian Journal Of Organic Chemistry 日期:2018 卷标:7(4) 页码:776-780]
  
  = 85721-33-1 + 50-21-5 [标题:Reaction Conditions
  标题:Preparation Method Of Ciprofloxacin Lactate From Ciprofloxacin Hydrochloridepreparation Method Of Ciprofloxacin Lactate And Sodium Chloride Injectionpreparation Of Ciprofloxacin Lactate
  作者:Lin,Guoquan; Et Al
  参考文献:China 日期:1993 卷标:24(11) 页码:484-5]
  
  93594-48-0 = 85721-33-1
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 2 H,0 °C -> Rt
  标题:N1-Benzofused Modification Of Fluoroquinolones Reduces Activity Against Gram-Negative Bacteria
  作者:Laws,Mark; Et Al
  参考文献:Chemrxiv 日期:2019 卷标:1 页码:1-38]
  
  93107-08-5 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Water
  标题:Design,Synthesis And Biological Evaluation Of Ciprofloxacin Tethered Bis-1,2,3-Triazole Conjugates As Potent Antibacterial Agents
  作者:Kant,Rama; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2016 卷标:124 页码:218-228]
  
  93107-08-5 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Water
  标题:Design,Synthesis And Antimicrobial Evaluation Of Novel Glycosylated-Fluoroquinolones Derivatives
  作者:Mohammed,Aya A. M.; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2020 卷标:202]
  
  119489-54-2 = 85721-33-1
  反应条件:1.1 Solvents: Dimethyl Sulfoxide; 2 H,110 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; 1.5 H,Reflux1.3 Reagents: Acetic Acid; Ph 7; Cooled
  标题:Process Improvement On Synthesis Of Ciprofloxacin
  作者:Hu,Ai-Xi; Et Al
  参考文献:Hecheng Huaxue 日期:2006 卷标:14(6) 页码:640-642]
  
  = 85721-33-1
  反应条件:1.1 Solvents: Dimethyl Sulfoxide; Rt1.2 5 Min,Rt; Rt -> 50 °C; 1 H,50 °C; 50 °C -> 60 °C; 2 H,60 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; 1 H,60 - 70 °C; 70 °C -> Rt1.4 Reagents: Acetic Acid; 30 Min,Ph 6.8,Rt; Ph 6.8,Rt -> 0 °C; 30 Min,Ph 6.8,0 °C
  标题:In Situ Process For The Synthesis Of Ciprofloxacin
  作者:Coll,Alberto Palomo; Et Al
  参考文献:Afinidad 日期:2001 卷标:58(494) 页码:276-280]
  
  = 85721-33-1
  反应条件:1.1 Solvents: Dimethyl Sulfoxide1.2 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide,Water
  标题:Trimethylsilyl Esters And Solvates Of Chelates Of Quinoline-3-Carboxylic Acids,And Their Preparation And Use In A Process For Quinolone Antibacterials.
  参考文献:Spain]
  
  86393-33-1 = 85721-33-1
  反应条件:1.1 Catalysts: Molybdate(42-),Triacontakis[μ-(Acetato-Ko:Ko′)]Doheptacontaaquaoctacontahecta-μ... Solvents: Water; 20 Min,Reflux
  标题:Fast And Green Method To Synthesis Of Quinolone Carboxylic Acid Derivatives Using Giant-Ball Nanoporous Isopolyoxomolybdate As Highly Efficient Recyclable Catalyst In Refluxing Water
  作者:Mirzaie,Yahya; Et Al
  参考文献:Journal Of The Mexican Chemical Society 日期:2017 卷标:61(1) 页码:35-40]
  
  = 85721-33-1
  反应条件:1.1 Reagents: Potassium Hydroxide
  标题:Process For Preparing 1-Substituted-6-Fluoro-4-Oxo-7- (1-Piperazinyl)-1,4-Dihydroquinoline-3-Carboxylic Acid,A Novel Intermediate Useful In Said Process,And A Process For Preparing Said Intermediate
  参考文献:Canada]
  
  105404-65-7 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 90 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 7.5
  标题:Synthesis Of A Library Of Ciprofloxacin Analogues By Means Of Sequential Organic Synthesis In Microreactors
  作者:Schwalbe,Thomas; Et Al
  参考文献:Qsar & Combinatorial Science 日期:2005 卷标:24(6) 页码:758-768]
  
  105404-65-7 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Reflux
  标题:Advantageous Use Of Ionic Liquids For The Synthesis Of Pharmaceutically Relevant Quinolones
  作者:Cannalire,Rolando; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2018 卷标:2018(23) 页码:2977-2983]
  
  93107-30-3 = 85721-33-1
  反应条件:1.1 Reagents: Pyridine
  标题:Pyridonecarboxylic Acid Antibacterial Agents. Part 7. A New Synthetic Route To 7-Halo-1-Cyclopropyl-6-Fluoro-1,4-Dihydro-4-Oxoquinoline-3-Carboxylic Acid,An Intermediate For The Synthesis Of Quinolone Antibacterial Agents
  作者:Egawa,Hiroshi; Et Al
  参考文献:Journal Of Heterocyclic Chemistry 日期:1987 卷标:24(1) 页码:181-5]
  
  105392-26-5 = 85721-33-1
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Toluene; 4 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water1.3 Solvents: Water; 1 H,Reflux; 14 H,115 °C
  标题:Convenient One Pot Synthesis Of Some Fluoroquinolones In Aqueous Media
  作者:Abaee,M. Saeed; Et Al
  参考文献:Heterocyclic Communications 日期:2005 卷标:11(5) 页码:415-418]
  
  = 85721-33-1
  反应条件:1.1 Reagents: Triethylamine,(4-Azidophenyl)Methyl (2,5-Dioxo-1-Pyrrolidinyl) Carbonate Solvents: Tetrahydrofuran; 12 H,Rt1.2 Solvents: Water; Cooled
  标题:Polymer-Based Bioorthogonal Nanocatalysts For The Treatment Of Bacterial Biofilms
  作者:Huang,Rui; Et Al
  参考文献:Journal Of The American Chemical Society 日期:2020 卷标:142(24) 页码:10723-10729]
  
  = 85721-33-1
  反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Dimethyl Sulfoxide,Benzene
  标题:Process For The Preparation Of Quinoline-3-Carboxylic Acid Derivatives
  参考文献:India

海关参考信息

• 2905110000-甲醇
  2912110000-甲醛
  2915110000-甲酸
  2921211000-乙二胺
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其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
• ➥ Globally Harmonized System
• ➥ REACH监管