Grundinformationen
- Standard-SMILES
Clc1ccc(C(Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1.O=[N+]([O-])O- InChIKey
HAAITRDZHUANGT-UHFFFAOYSA-N- Summenformel
- C20H16Cl3N3O4S
- Durchschnittliche Molmasse
- 500,8 g/mol
- Monoisotopische Masse
- 498,99271003
Überblick
Sertaconazole Nitrate is the nitrate salt form of sertaconazole, a synthetic imidazole derivative with antifungal property. Sertaconazole nitrate inhibits fungal cytochrome P-450 sterol C-14 alpha-demethylation, resulting in the accumulation of fungal 14 alpha-methyl sterols and the inhibition of ergosterol synthesis, an essential component of the cell membrane of fungi. This leads to a disruption of cell membrane permeability and leakage of adenine triphosphate (ATP) and other constituents from fugal cells.
Namen und Bezeichner
- Bevorzugter Name
- Sertaconazole Nitrate
- IUPAC
- 1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
- Englischer Name
- Sertaconazole nitrate
- Summenformel
- C20H15Cl3N2OS.HNO3
- Molmasse
- 500.78
Namen und Synonyme
Sertaconazole nitrate99592-39-9DermofixErtaczoZalainDermovitSertaconazole mononitrateFI 7056DTXSID20455291DV05410M5FI-7056DTXCID0025529
Weitere Namen anzeigen
SEROTONINGinedermofixSertaconazle NitrateNITRATE SERTACONAZOLE
1H-Imidazole, 1-(2-((7-chlorobenzo(b)thien-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, mononitrateRefChem:56606CHEBI:83687DermosepticFisdermExtensOnabetSertaconazole (nitrate)
Datenbank-Bezeichner
- CAS
99592-39-9- PubChem CID
- 200103
- DTXSID
DTXSID2045529- ChEMBL
CHEMBL1200725- UNII
- 1DV05410M5
- EC Number
- 893-241-3
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 121 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 513
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 158 · 158-160°
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 20 mg/mL, · DMSO: soluble20mg/mL, clear
- pka
- 7.26 · pKb: 7.26(at 25℃)
- Aggregatzustand
- powder
- Farbe
- white to beige
- InChI
- 1S/C20H15Cl3N2OS.HNO3/c21-14-4-5-16(18(23)8-14)19(9-25-7-6-24-12-25)26-10-13-11-27-20-15(13)2-1-3-17(20)22;2-1(3)4/h1-8,11-12,19H,9-10H2;(H,2,3,4)
- InChIKey
- HAAITRDZHUANGT-UHFFFAOYSA-N
- SMILES
- [s]1c2c(c(c1)COC(C[n]4cncc4)c3c(cc(cc3)Cl)Cl)cccc2Cl.[N+](=O)([O-])O
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxikologische Informationen
Exposure RoutesBioavailability is negligible.
Toxicity Summary
Sertaconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Sertaconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Sicherheitsdaten
- wgk
- 3
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Repr. 2
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
SERTACONAZOLE NITRATE
Azoles [CS]; Azole Antifungal [EPC]
MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Verwendung und Herstellung
UsesFor the topical treatment of interdigital tinea pedis in immunocompetent patients 12 years of age and older, caused by <i>Trichophyton rubrum</i>, <i>Trichophyton mentagrophytes</i>, and <i>Epidermophyton floccosum</i>.
Anwendungen
BeschreibungSertaconazole nitrate is a new broad spectrum imidazole antifungal agent introduced in a topical formulation for the treatment of cutaneous infections. Its mechanism of action is the inhibition of ergosterol synthesis and interference with the permeability of fungus cell membranes. An oral formulation is currently under investigation for the treatment of bucco-pharyngeal fungal infections.
VerwendenAn imidazole antifungal agent, inhibits the synthesis of ergosterol, an essential cell wall component of fungi.
Anbieter50 Anbieter
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
湖北威德利化学试剂有限公司17771473825 13385289472 · [email protected]
江西瑞威尔生物科技有限公司18502762009 · [email protected]
常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
ChemeGen 中国18818260767 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
武汉鹏胤药业有限公司13163333255 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18602735115 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
珠海安哲生物科技有限公司13169972583 · [email protected]
南京伶亚生物医药科技有限公司18068075658 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
湖北威德利化学试剂有限公司18327179646 · [email protected]
湖北魏氏化学试剂股份有限公司13125137732 18686406941
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
药渡经纬信息科技(北京)有限公司+86-400-851-9921 · [email protected]
广州市齐云生物技术有限公司020-61288194 61288195 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
湖北威德利化学试剂有限公司15871722230 · [email protected]
南京博米尔生物科技有限公司025-83453382-8005 · [email protected]
Target molecule Corp.857-239-0968 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
Zugehörige Reaktionen
1
Verknüpfte Notizen
Wird geladen…