Grundinformationen
- Standard-SMILES
CN(C/C=C/C#CC(C)(C)C)Cc1cccc2ccccc12.Cl- InChIKey
BWMISRWJRUSYEX-SZKNIZGXSA-N- Summenformel
- C21H26ClN
- Durchschnittliche Molmasse
- 327,9 g/mol
- Monoisotopische Masse
- 327,1753775
Namen und Bezeichner
- Bevorzugter Name
- Terbinafine Hydrochloride
- IUPAC
- (E)-N,6,6-trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine;hydrochloride
- Englischer Name
- Terbinafine Hydrochloride
- Summenformel
- C21H26ClN
- Molmasse
- 327.89
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
78628-80-5- PubChem CID
- 5282481
- DTXSID
DTXSID90229223- ChEMBL
CHEMBL1200832- ChEBI
CHEBI:77614- UNII
- 012C11ZU6G
- EC Number
- 616-640-4、691-642-6
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 3,2 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 428
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 204 · 204-208°C
- storage temp.
- 15 · 15-25°C
- Löslichkeit
- 50 mg/mL · methanol: soluble50mg/mL
- Aggregatzustand
- powder
- Farbe
- white
- Merck
- 14 · 14,9156
- BCS Class
- 1 · 1
- Major Application
- pharmaceuticalpharmaceutical small molecule
- InChI
- InChI=1S/C21H25N.ClH/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19;/h5-7,9-14H,16-17H2,1-4H3;1H/b9-5+;
- InChIKey
- BWMISRWJRUSYEX-SZKNIZGXSA-N
- SMILES
- C12C=CC=CC1=CC=CC=2CN(C)C/C=C/C#CC(C)(C)C.Cl
- CAS Datenbank
- 78628 · 78628-80-5(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 0.6% (1 of 179) of reports.
Warning
H315 (46.4%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (46.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (46.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H400 (87.2%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (95.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 179 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 179 reports by companies.;There are 21 notifications provided by 178 of 179 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 13-08-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/12149
Terbinafine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Terbinafine hydrochloride
vMost-DILI-concern
8
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Regulatorische Informationen
Regulatory Information
Status: Active Update: 13-08-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/12149
Terbinafine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29214990
- RTECS-Nr.
- QJ8600100
- risk_code
- 36/37/38-50/53
- Toxizität
- LD50 in mice, rats (mg/kg): 4000, 4000 orally; 393, 213 i.v. (Ganzinger)
- hazard_code
- Xi,N
- safety_code
- 26-36/37/39-61-60
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
TERBINAFINE HYDROCHLORIDE
Allylamine [CS]; Allylamine Antifungal [EPC]
TERBINAFINE TABLETS 250 MG
Allylamine Antifungal [EPC]; Allylamine [CS]
MeSH Pharmacological Classification
Substances 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.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Anwendungen
BeschreibungTerbinafine hydrochloride is the first orally active allylamine antifungal with 30-fold greater antifungal activity than naftifine. The compound is indicated for the treatment of ringworm and fungal nail infections. Terbinatine hydrochloride acts on a single fungal enzyme, squalene epoxidase, interfering with the biosynthesis of ergosterols in cell membranes. Unlike other antifungal agents, it does not inhibit cytochrome P450 enzymes.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: A hydrochloride obtained by reaction of terbinafine with one molar equivalent of hydrogen chloride.
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