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Terbinafine Hydrochloride

Terbinafine Hydrochloride Structure
CAS No.
78628-80-5
Chemical Name:
Terbinafine Hydrochloride
Synonyms
TERBINAFINE HCL;LAMISIL;lamosil;methylamin hcl;Afogan;D02219;Brican;Bricar;Bricyn;Kelger
CBNumber:
CB9767492
Molecular Formula:
C21H26ClN
Molecular Weight:
327.89
MOL File:
78628-80-5.mol
MSDS File:
SDS
Modify Date:
2024/6/27 13:31:27
Request For Quotation

Terbinafine Hydrochloride Properties

Melting point 204-208°C
storage temp. 15-25°C
solubility methanol: soluble50mg/mL
form powder
color white
Merck 14,9156
BCS Class 1
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 DataBase Reference 78628-80-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H319-H335-H410
Precautionary statements  P261-P264-P271-P273-P302+P352-P305+P351+P338
Hazard Codes  Xi,N
Risk Statements  36/37/38-50/53
Safety Statements  26-36/37/39-61-60
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  QJ8600100
HS Code  29214990
Toxicity LD50 in mice, rats (mg/kg): 4000, 4000 orally; 393, 213 i.v. (Ganzinger)
NFPA 704
0
2 0

Terbinafine Hydrochloride price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T8826 Terbinafine hydrochloride 78628-80-5 100MG ₹12091.53 2022-06-14 Buy
Sigma-Aldrich(India) T8826 Terbinafine hydrochloride 78628-80-5 250MG ₹17016.9 2022-06-14 Buy
Sigma-Aldrich(India) PHR1298 Terbinafine hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 78628-80-5 1G ₹8356.9 2022-06-14 Buy
TCI Chemicals (India) D2049 Terbinafine Hydrochloride 78628-80-5 1G ₹6500 2022-05-26 Buy
TCI Chemicals (India) D2049 Terbinafine Hydrochloride 78628-80-5 5G ₹28600 2022-05-26 Buy
Product number Packaging Price Buy
T8826 100MG ₹12091.53 Buy
T8826 250MG ₹17016.9 Buy
PHR1298 1G ₹8356.9 Buy
D2049 1G ₹6500 Buy
D2049 5G ₹28600 Buy

Terbinafine Hydrochloride Chemical Properties,Uses,Production

Description

Terbinafine 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.

Chemical Properties

Terbinafine hydrochloride is an off-white crystalline material that is soluble in polar organic solventssuch as methanol, ethanol, and methylene chloride but isonly slightly soluble in water. The highly lipophilic freebase is insoluble in water.

Indications

Terbinafine Hydrochloride is a synthetic allylamine antifungal agent, structurally related to naftifine. It inhibits fungal sterol biosynthesis by inhibiting the enzyme squalene 2,3-epoxidase. The deficiency of ergosterol and concomitant accumulation of squalene within the fungal cell results in cell death. It can be fungicidal or fungistatic, depending on the concentration used, and is effective against dermatophytes, Aspergillus, blastomycosis, and histoplasmosis. It is only minimally effective against Candida.

Definition

ChEBI: A hydrochloride obtained by reaction of terbinafine with one molar equivalent of hydrogen chloride.

General Description

Terbinafine Hydrochloride is a synthetic allylamine derivative structurally related to naftifine, antifungal Terbinafine Hydrochloride blocks ergosterol biosynthesis by inhibition of squalene epoxidase, part of the sterol synthesis pathway for the fungal cell membrane.

Biological Activity

Terbinafine is a broad-spectrum antifungal agent that has activity against T. rubrum, T. metagrophytes, T. verrucosum, E. floccosum, M. canis, A. fumigatus, and S. schenckii (MIC50s = 0.003-0.8 μg/ml). It selectively inhibits C. albicans squalene epoxidase over rat liver epoxidase (IC50s = 0.03 and 77 μM, respectively). Terbinafine (90-120 μM) induces cell cycle arrest at the G0/G1 phase in COLO 205 tumor cells and human umbilical vein endothelial cells (HUVECs). Formulations containing terbinafine have been used in the treatment of nail and skin fungal infections.

Biochem/physiol Actions

Mode of Action: Inhibits squalene epoxidase, preventing biosynthesis of ergosterol.
Antimicrobial spectrum: Antifungal and antimycotic. Fungicidal against dermatopytes and some yeasts; fungistatic against Candida albicans.

Side effects

Adverse reactions include lens and retinal disturbances (red/green visual perception), metallic taste disturbance that may last up to 4 weeks after medication discontinuation, hepatoxicity, and pancytopenia. Five percent of patients will experience delayed gastric emptying with symptoms of nausea, fullness, and/or dyspepsia. Terbinafine does not appear to have any effect on the cytochrome P-450 systems (Check baseline CBC and LFTs; repeat if taken for >6 weeks).

Synthesis

Terbinafine is produced from olefin metathesis of 1,3-dichloropropene and neohexene followed by reaction with N-methyl-1-naphthalenemethanamine.

Terbinafine Hydrochloride Preparation Products And Raw materials

Raw materials

N-Methyl-1-naphthalenemethylamine hydrochloride N-Methyl-1-naphthalenemethanamine 1,3-Dichloropropene 3,3-Dimethyl-1-butene (2E)-N,6,6-trimethyl-2-Hepten-4-yn-1-amine
Sodium carbonate Dichloromethane
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Preparation Products

Terbinafine

Terbinafine Hydrochloride Suppliers

Global( 934)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
TAGOOR LABORATORIES PVT LTD +919700187008 AndhraPradesh, India 93 58 Inquiry
Dr. Reddy's Laboratories Ltd +91-4049002900 +91-4049002900 Hyderabad, India 165 58 Inquiry
Saptagir Laboratories PVT.LTD. +91-9059978049 +91-9059978049 Telangana, India 31 58 Inquiry
Aurobindo Pharma Limited +914066725000 Telangana, India 112 58 Inquiry
Glenmark Pharmaceuticals Limited +912240189999 Maharashtra, India 93 58 Inquiry
Cipla Ltd +912224826000 Maharashtra, India 133 58 Inquiry
Vivimed Labs Ltd +914066086608 Telangana, India 61 58 Inquiry
Hetero Drugs Limited +91-4023704923 +91-4023704923 Telangana, India 296 58 Inquiry
Integrin Life Sciences. Pvt. Ltd. +91-4040265469 +91-9849990870 Hyderabad, India 90 58 Inquiry
Orchid Pharma Ltd. (Formerly Known as Orchid Chemicals and Pharmaceuticals Ltd.) +91-4428244254 +91-4428244254 Tamil Nadu, India 28 58 Inquiry
Supplier Advantage
TAGOOR LABORATORIES PVT LTD 58
Dr. Reddy's Laboratories Ltd 58
Saptagir Laboratories PVT.LTD. 58
Aurobindo Pharma Limited 58
Glenmark Pharmaceuticals Limited 58
Cipla Ltd 58
Vivimed Labs Ltd 58
Hetero Drugs Limited 58
Integrin Life Sciences. Pvt. Ltd. 58
Orchid Pharma Ltd. (Formerly Known as Orchid Chemicals and Pharmaceuticals Ltd.) 58

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Terbinafine Hydrochloride Spectrum

Terbinafine Hydrochloride(78628-80-5)1HNMR

78628-80-5(Terbinafine Hydrochloride)Related Search:

Dimethyl sulfoxide Dimethyl ether Dimethyl phthalate ETHANE Methylamine hydrochloride
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Meglumine Trimethylamine Terbinafine hydrochloride N-Methyl-1-naphthalenemethylamine hydrochloride 3,3-Dimethyl-1-butyne
1-Chloro-6,6-dimethyl-2-heptene-4-yne N-[(2E)-6,6-DiMethyl-2-hepten-4-yn-1-yl]-N,4-diMethyl-1-naphthaleneMethanaMine Hydrochloride N-[(2E)-6,6-DiMethyl-2-hepten-4-yn-1-yl]-N-Methyl-2-naphthaleneMethanaMine Hydrochloride Terbinafine Hcl
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Terbinafine hydrochloride, >=98% Terbinafinehydrochloride(GMP) terbinafine hydrochloride, N,6,6-Trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride 1-Naphthalenemethanamine, N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-methyl-, hydrochloride (1:1) Terbinafine Hydrochioride Tablets n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamin(e)-1-naphthalenemethanaminmon TRANS-N-(6,6-DIMETHYL-2-HEPTEN-4-YNYL)-N-METHYL-1-NAPHTHYLMETHYLAMINE HYDROCHLORIDE (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine monohydrochloride (E)-N-(6,6-DIMETHYL-2-HEPTEN-4-YNYL)-N-METHYL-1-NAPHTHYLMETHYLAMINE HYDROCHLORIDE N-[(2E)-6,6-DIMETHYL-2-HEPTEN-4-YNYL]-N-METHYL-1-NAPHTHALENEMETHANAMINE n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamin(e)-1-naphthalenemethanaminmonohydrochloride Tebinaceil Terfinabine Terbinafine hdyrochloride (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethylaminehydroc TerbutalineSulfateBase Hydrochloric acid especially compared to naphthalene fragrance (E)-N-(6,6-DiMethyl-hept-2-en-4-inyl) -N-Methyl-N- (naphthalene-1-ylMethyl)-aMine hydrochloride trans-N-Methyl-N-(1-naphthylMethyl)-6,6-diMethylhept-2-en-4-ynyl-1-aMine Terbinafine HCL API Terbinafine hydrochloride (LaMisil) 1-Naphthalenemethanamine, N-(6,6-dim Afogan D02219 InnoNyx Lamisil (TN) Lamisil AT (E)-N,6,6-triMethyl-N-(naphthalen-1-ylMethyl)hept-2-en-4-yn-1-aMine hydrochloride Terbinafine Hydrochloride, EP Terbinafine Hydrochloride (200 mg) Terbinafine Hydrochioride Terbinafine hy N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-methyl-1-naphthalenemethanamine, hydrochloride (1:1) (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamine hydrochloride (E)-N,6,6-trimethyl-N-(1-naphthylmethyl)hept-2-en-4-yn-1-amine hydrochloride [(E)-6,6-dimethylhept-2-en-4-ynyl]-methyl-(1-naphthylmethyl)amine hydrochloride Lamisil, N-[(2E)-6,6-Dimethyl-2-hepten-4-ynyl]-N-methyl-1-naphthalenemethanamine 1-Naphthalenemethanamine, N-(2E)-6,6-dimethyl-2-hepten-4-ynyl-N-methyl-, hydrochloride TERNBINAFINEHCL ({[(2E)-6,6-Dimethylhept-2-en-4-yn-1-yl](methyl)amino}methyl)naphthalene hydrochloride Trebinafine hydrochloride Terbinafine hydrochloride Bramazil Bramizil Muzonal Terbina 1-(3,5-Dihydroxyphenyl)-2-(tert-butylamino)ethanol 1,3-Benzenediol, 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]- (9CI) AR-D 080301 Benzyl alcohol, a-[(tert-butylamino)methyl]-3,5-dihydroxy- (8CI) Brican Bricar Bricaril Bricyn KWD 2019 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-1,3-benzenediol 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-3-benzenediol alpha-((t-butylamino)methyl)-3,5-dihydroxy-benzyl alcohol