5-chloro-7-iodoquinolin-8-ol

• ChemBase编号: 4359
• 分子式: C9H5ClINO
• 平均质量: 305.49957
• 单一同位素质量: 304.91043947
• SMILES: Ic1c(O)c2ncccc2c(Cl)c1
• Canonical SMILES: Ic1cc(Cl)c2c(c1O)nccc2
• InChI: InChI=1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
• InChIKey: QCDFBFJGMNKBDO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-chloro-7-iodoquinolin-8-ol
• IUPAC传统名: clioquinol
• 商标名: Ala-quin; Alchloquin; Alioform; Amebil; Amoenol; Bactol; Barquinol; Budoform; Chinoform; Chinoformum; Chlorojodochin; Cifoform; Cliochinolum; Cliquinol; Corque; Cort-quin; Cortin; Cremo-quin; Dermaform; Dioquinol; Domeform; Domeform-HC; Eczecidin; Emaform; Enteritan; Entero-bio form; Entero-bioform; Entero-septol; Entero-vioform; Entero-vioformio; Enteroquinol; Enteroseptol; Enterovalodon; Enterozol; Enterseptol; Enterum locorten; Entrokin; Formtone-HC; Hi-eneterol; Hi-enterol; Hydriodide-enterol; Hysone; Iodenterol; Iodoenterol; Lekosept; Lidaform-HC; Loquinol; Mycoquin; Nioform; Nystaform; Oralcer; Quin-o-creme; Quinambicide; Quinoform; Racet; Rheaform; Rometin; Uad lotion; Vioform; Vioform-hydrocortisone; Vioformio
• 别名: 5-氯-8-羟基-7-碘喹啉; 5-氯-8-羟基-7-碘喹啉; 氯碘喹啉; 氯碘羟喹; 5-氯-7-碘-8-羟基喹啉; 5-氯-7-碘-8-羟基喹啉; 氯碘羟喹; Clioqinol; 5-Chloro-8-hydroxy-7-iodoquinoline; 5-Chlor-7-jod-8-hydroxy-chinolin [German]; 5-Chloro-7-iodo-8-quinolinol; 5-Chloro-7-iodo-8-hydroxyquinoline; 5-Chloro-7-iodoquinolin-8-ol; 5-Chloro-8-hydroxy-7-iodoquinoline; 7-Iodo-5-chloro-8-hydroxyquinoline; 7-Iodo-5-chloroxine; Caswell No. 193; Chloro-8-hydroxyiodoquinoline; Clioquinolum [inn-latin]; Cliochinolo [dcit]; Iodoxyquinoline; Jodchloroxychinolinum; Iodochloroxyquinoline; Iodochloroxychinolinum; Iodochloroxine; Iodochloroquine; Iodochlorohydroxyquinoline; Iodochlorohydroxyquin; Iodochlorhydroxyquinoline; Iodochlorhydroxyquinol; Iodochlorhydroxyquin; IODO; Chloroiodoquin; Chloroiodoquine; Clioquinol; Clioquinol; 5-Chloro-8-hydroxy-7-iodoquinoline; 5-Chloro-7-iodo-8-quinolinol; 5-chloro-7-iodoquinolin-8-ol; Clioquinol

登记号

• CAS号: 130-26-7
• EC号: 204-984-4
• MDL号: MFCD00006787
• Beilstein号: 153637
• 默克索引号: 145031
• PubChem SID: 46509081; 160967791; 24860632; 24854949; 24893028
• PubChem CID: 2788

理论计算性质

JChem

• Acid pKa: 7.3377995
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.3496072
• LogD (pH = 7.4): 3.029213
• Log P: 3.3603244
• 摩尔折射率: 60.1275 cm^3
• 极化性: 24.570114 Å^3
• 极化表面积: 33.12 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.66
• LOG S: -3.06
• 溶解度: 2.64e-01 g/l

分子性质

理化性质

• 熔点: 171-174°C; ca 175°C dec.

安全信息

• 保存注意事项: Harmful
• RTECS编号: VC5075000
• 欧盟危险性物质标志: 有毒(Toxic) (T); X
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25; 42/43-63; R:25
• 安全公开号: 22-24-37-45; 36/37/39-45; S:28-36/37/39-45-53
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H301; H334-H317-H361
• GHS警示性声明: P285-P261-P302+P352-P321-P405-P501A; P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (HPLC); 97%; 98%
• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C9H5ClINO

详细说明

MP Biomedicals - 05210217

MP Biomedicals Rare Chemical collection

DrugBank - DB04815

• Drug Groups: withdrawn
• Description: Clioquinol was withdrawn in 1983 due to neurotoxicity.
• Indication: Used as a topical antifungal treatment.
• Pharmacology: Clioquinol is a broad-spectrum antibacterial with antifungal properties. Application of clioquinol to extensive or eroded areas of the skin may lead to increased protein-bound iodine (PBI) levels within 1 week. In addition, elevated PBI levels may occur when relatively small areas of the skin are treated with clioquinol for more than 1 week.
• Absorption: Topical absorption is rapid and extensive, especially when the skin is covered with an occlusive dressing or if the medication is applied to extensive or eroded areas of the skin. Clioquinol is absorbed through the skin in sufficient amounts to affect thyroid function tests.
• References: Rohde W, Mikelens P, Jackson J, Blackman J, Whitcher J, Levinson W: Hydroxyquinolines inhibit ribonucleic acid-dependent deoxyribonucleic acid polymerase and inactivate Rous sarcoma virus and herpes simplex virus. Antimicrob Agents Chemother. 1976 Aug;10(2):234-40. [Pubmed] ; GHOLZ LM, ARONS WL: PROPHYLAXIS AND THERAPY OF AMEBIASIS AND SHIGELLOSIS WITH IODOCHLORHYDROXYQUIN. Am J Trop Med Hyg. 1964 May;13:396-401. [Pubmed] ; Kager PA: [Outbreak of amoebiasis in a Dutch family; tropics unexpectedly nearby] Ned Tijdschr Geneeskd. 2005 Jan 1;149(1):51-2; author reply 52-3. [Pubmed] ; Bosman DK, Benninga MA, van de Berg P, Kooijman GC, van Gool T: [Dientamoeba fragilis: possibly an important cause of persistent abdominal pain in children] Ned Tijdschr Geneeskd. 2004 Mar 20;148(12):575-9. [Pubmed] ; Masters DK, Hopkins AD: Therapeutic trial of four amoebicide regimes in rural Zaire. J Trop Med Hyg. 1979 May;82(5):99-101. [Pubmed]
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - 24880

包装
100, 500 g in poly bottle

Sigma Aldrich - 33931

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

参考文献

• Rohde W, Mikelens P, Jackson J, Blackman J, Whitcher J, Levinson W: Hydroxyquinolines inhibit ribonucleic acid-dependent deoxyribonucleic acid polymerase and inactivate Rous sarcoma virus and herpes simplex virus. Antimicrob Agents Chemother. 1976 Aug;10(2):234-40. Pubmed
• GHOLZ LM, ARONS WL: PROPHYLAXIS AND THERAPY OF AMEBIASIS AND SHIGELLOSIS WITH IODOCHLORHYDROXYQUIN. Am J Trop Med Hyg. 1964 May;13:396-401. Pubmed
• Kager PA: [Outbreak of amoebiasis in a Dutch family; tropics unexpectedly nearby] Ned Tijdschr Geneeskd. 2005 Jan 1;149(1):51-2; author reply 52-3. Pubmed
• Bosman DK, Benninga MA, van de Berg P, Kooijman GC, van Gool T: [Dientamoeba fragilis: possibly an important cause of persistent abdominal pain in children] Ned Tijdschr Geneeskd. 2004 Mar 20;148(12):575-9. Pubmed
• Masters DK, Hopkins AD: Therapeutic trial of four amoebicide regimes in rural Zaire. J Trop Med Hyg. 1979 May;82(5):99-101. Pubmed