Terbinafine
- CAS No.
- 91161-71-6
- Chemical Name:
- Terbinafine
- Synonyms
- LAMISIL;(E)-N,6,6-triMethyl-N-(naphthalen-1-ylMethyl)hept-2-en-4-yn-1-aMine;TDT 067;Terbinex;sf-86-327;TERBINAFINE;rerbinafine;Terbinafine-d3;(E)-Terbinafine;Terbinafine USP/EP/BP
- CBNumber:
- CB6201128
- Molecular Formula:
- C21H25N
- Molecular Weight:
- 291.43
- MOL File:
- 91161-71-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/18 13:30:28
| Melting point | 203-205 °C |
|---|---|
| Boiling point | 417.9±33.0 °C(Predicted) |
| Density | 1.007±0.06 g/cm3(Predicted) |
| vapor pressure | 0Pa at 25℃ |
| storage temp. | 2-8°C |
| solubility | soluble in Methanol |
| form | powder to crystal |
| pka | 6.92±0.50(Predicted) |
| color | White to Light yellow |
| LogP | 3.3 at 37℃ and pH7 |
| CAS DataBase Reference | 91161-71-6(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| HS Code | 2921450090 | |||||||||
| NFPA 704 |
|
Terbinafine price More Price(2)
Terbinafine Chemical Properties,Uses,Production
Uses
Terbinafine (Lamisil) is a second-generation allylamine that is related to naftifine; however, it is 10 to 100 times more potent in vitro. It is fungicidal, whereas griseofulvin, ketoconazole, itraconazole, and other azole derivatives are all fungistatic. Because it is fungicidal, duration of therapy is shorter, and relapse rates are less than with other oral or topical therapies. Terbinafine acts by inhibiting squalene epoxidase and thereby decreasing synthesis of ergosterol, an essential component of fungal cell membranes. It is highly lipophilic and concentrates in the stratum corneum, sebum, and hair follicles. Slightly better cure rates are attained with b.i.d. than with daily dosing.
Indications
Terbinafine (Lamisil) is a second-generation allylamine that is related to
naftifine; however, it is 10 to 100 times more potent in vitro. It is fungicidal,
whereas griseofulvin, ketoconazole, itraconazole, and other azole derivatives
are all fungistatic. Because it is fungicidal, duration of therapy is shorter, and
relapse rates are less than with other oral or topical therapies.
Terbinafine acts by inhibiting squalene epoxidase and thereby decreasing
synthesis of ergosterol, an essential component of fungal cell membranes.
It is highly lipophilic and concentrates in the stratum corneum, sebum, and
hair follicles. Slightly better cure rates are attained with b.i.d. than with daily
dosing.
Definition
ChEBI: A tertiary amine that is N-methyl-1-naphthalenemethylamine in which the amino hydrogen is replaced by a 3-(tertbutylethynyl)allyl group. An antifungal agent administered orally (generally as the hydrochloride salt) for the t eatment of skin and nail infections.
Antimicrobial activity
Terbinafine is active against a wide range of pathogenic fungi, including dermatophytes (Epidermophyton, Microsporum and Trichophyton spp.), various Candida spp., Aspergillus spp., some dimorphic fungi (Blastomyces dermatitidis, Histoplasma capsulatum and Sporothrix schenckii) and many dematiaceous fungi.
Acquired resistance
Resistance has not been reported.
Pharmaceutical Applications
A synthetic allylamine available as the hydrochloride for oral and topical administration.
Pharmacokinetics
Oral absorption: 70–80%
Cmax 250 mg oral: c. 1 mg/L after 2 h
Plasma half-life: c. 17 h
Volume of distribution: 1000 L
Plasma protein binding: >99%
Blood concentrations increase in proportion to dosage. It is
lipophilic and is rapidly and extensively distributed to body
tissues. It reaches the stratum corneum by diffusion through
the dermis and epidermis, and secretion in sebum. Diffusion
from the nail bed is the major factor in its rapid penetration
of nails. It is metabolized by the liver and the inactive metabolites
are mostly excreted in the urine. The elimination half-life
is prolonged in patients with hepatic or renal impairment.
Clinical Use
Terbinafine hydrochloride can be used in Tinea pedis, tinea corporis, tinea cruris, tinea capitis, Onychomycosis caused by dermatophytes.
Side effects
These include abdominal discomfort, loss of appetite, nausea, diarrhea, headache, impairment of taste, rash and urticaria. Serious skin reactions, including Stevens– Johnson syndrome, and rare hepatotoxic reactions, including jaundice, cholestasis and hepatitis, are occasionally encountered.
Terbinafine Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Meenaakshi Molecules Pvt Ltd | +91-9121311126 +91-9121311126 | Telangana, India | 45 | 58 | Inquiry |
| Chempifine Chemicals | +91-2225667766 +91-2225667766 | Punjab, India | 144 | 58 | Inquiry |
| Shamrock Medicaments Ltd. | +91-9167620304 +91-9167620304 | Mumbai, India | 16 | 58 | Inquiry |
| Besil Chem LLP | +91-7760252666 +91-9880731835 | Bangalore, India | 163 | 58 | Inquiry |
| Tivan Sciences Pvt Ltd | +91-9081499099 +91-9081499099 | Gujarat, India | 14 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Suvan LifeSciences (formerly Sansh Biotech Pvt Ltd) | +91-1142631798 +91-9899000024 | New Delhi, India | 55 | 58 | Inquiry |
| Sibram Pharmaceutical | +91-8655777550 +91-8655777550 | Maharashtra, India | 244 | 58 | Inquiry |
| Lakshmi Farmachem | +91-9948795885 +91-9550886476 | Telangana, India | 407 | 58 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
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