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| CAS No.: | 78628-80-5 |
|---|---|
| Name: | Terbinafine hydrochloride |
| Molecular Structure: | |
|
|
|
| Formula: | C21H26ClN |
| Molecular Weight: | 327.897 |
| Synonyms: | Lamisil Krem;Terbinafina [Spanish];Terbinafien HCl;Terbinafine hydrochloride (Lamisil);(E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamine hydrochloride;Terbinafine hydrochloride (JAN);Terbinafinum [Latin];SF 86-327 hydrochloride;(E)-N,6,6-trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride;Terbinnafine HCL;1-Naphthalenemethanamine, N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-, (E)-, monohydrochloride;Terbinafine HCL(DMF) and its intermediates;Lamisil (TN);Lamisil;N-[(2E)-6,6-dimethyl-2-Hepten-4-yl]-N-methyl-1-naphthalenemethylamine hydrochloride; |
| EINECS: | 245-385-8 |
| Density: | 1.007g/cm3 |
| Melting Point: | 204-208 °C |
| Boiling Point: | 417.9 °C at 760 mmHg |
| Flash Point: | 183.7 °C |
| Appearance: | Crystalline powder |
| Hazard Symbols: |
 Xi,  N
|
| Risk Codes: | 36/37/38-50/53 |
| Safety: | 26-36/37/39-61-60 |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 3.24000 |
| LogP: | 5.67930 |
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- 14489-75-9
N-methyl-1-naphthalenemethylamine
- 287471-30-1
1-chloro-6,6-dimethyl-hept-2-ene-4-yn
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: N-methyl-1-naphthalenemethylamine; 1-chloro-6,6-dimethyl-hept-2-ene-4-yn With potassium carbonate In water at 80℃; for 4h; Large scale; Stage #2: With hydrogenchloride In water at 0 - 10℃; Large scale; | 93% |
- 387383-30-4
N-(3-chloroallyl)-1-methyl-1-naphthylmethylamine
- 917-92-0
2,2-dimethyl-3-butyne
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: N-(3-chloroallyl)-1-methyl-1-naphthylmethylamine; 3,3-Dimethylbut-1-yne With copper(l) iodide; N-butylamine; triphenylphosphine; palladium dichloride at 60 - 65℃; for 20h; Stage #2: With hydrogenchloride In water at 85 - 90℃; for 0.5h; Temperature; | 82.6% |
- 14489-75-9
N-methyl-1-naphthalenemethylamine
- 78629-20-6
3-hydroxy-6,6-dimethylhept-1-ene-4-yne
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 3-hydroxy-6,6-dimethylhept-1-ene-4-yne With hydrogenchloride; trichlorophosphate In methanol at 0 - 20℃; for 20 - 24h; Stage #2: N-methyl-1-naphthalenemethylamine With sodium hydroxide at 80℃; Stage #3: With hydrogenchloride In dichloromethane; water at 20℃; | 81% |
- 91161-71-6
terbinafin
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water; butanone at 20 - 30℃; for 0.25h; | 75% |
| With hydrogenchloride In water; butanone at 0 - 20℃; for 2.5h; Product distribution / selectivity; | 66.4% |
| With hydrogenchloride In isopropyl alcohol at 0 - 20℃; for 0.5h; Product distribution / selectivity; | 63% |
- 556811-68-8
1-(2'-furyl)-2,2-dimethylpropan-1-one tosyl hydrazone
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid In ethyl acetate; isopropyl alcohol; toluene | 50.3% |
| With sodium hydroxide; sodium borohydrid In ethanol; ethyl acetate; toluene | 45.5% |
| With sodium hydroxide; sodium borohydrid In ethyl acetate; toluene; tert-butyl alcohol | 19% |
- 556811-67-7
1-(2'-furyl)-2,2-dimethylpropan-1-one benzenesulfonyl hydrazone
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid In ethyl acetate; isopropyl alcohol; toluene | 18.6% |
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid; acetic acid In ethyl acetate; toluene; tert-butyl alcohol | 17.4% |
- 556811-69-9
1-(2'-furyl)-2,2-dimethylpropan-1-one 4-methoxybenzenesulfonyl hydrazone
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid In ethyl acetate; isopropyl alcohol; toluene | 11.7% |
- 556811-66-6
1-(2'-furyl)-2,2-dimethylpropan-1-one methanesulfonyl hydrazone
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid In ethyl acetate; isopropyl alcohol; toluene | 10.9% |
- 556811-68-8
1-(2'-furyl)-2,2-dimethylpropan-1-one tosyl hydrazone
- 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride
- 78628-80-5
terbinafine hydrochloride
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium borohydrid In methanol; ethyl acetate; toluene | 10.4% |
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Specification
1. Introduction of Terbinafine hydrochloride
Terbinafine hydrochloride, with the IUPAC Name of (E)-N,6,6-Trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride, has the Classification Code which include Antifungal; Drug / Therapeutic Agent; Human Data; Reproductive Effect. And this chemical belongs to the Product Categories which include Antifungal; APIs; Acetylenes; Antifungals for Research and Experimental Use; Biochemistry; Functionalized Acetylenes; Amines; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals; Terbinafine.
.
2. Properties of Terbinafine hydrochloride
Terbinafine hydrochloride has the following properties: (1)H bond acceptors: 1; (2)Freely Rotating Bonds: 5; (3)Polar Surface Area: 3.24; (4)Flash Point: 183.7 °C; (5)Enthalpy of Vaporization: 67.13 kJ/mol; (6)Boiling Point: 417.9 °C at 760 mmHg; (7)Vapour Pressure: 3.42E-07 mmHg at 25°C.
3. Toxicity of Terbinafine hydrochloride
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | subcutaneous | > 2gm/kg (2000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: ATAXIA BLOOD: CHANGES IN SPLEEN | Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7888, 1990. |
| rat | LD50 | skin | > 2gm/kg (2000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: ATAXIA BLOOD: CHANGES IN SPLEEN | Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7922, 1990. |
| rat | LD50 | subcutaneous | > 2gm/kg (2000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BLOOD: CHANGES IN SPLEEN BEHAVIORAL: ATAXIA | Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 7922, 1990. |
| women | TDLo | oral | 210mg/kg/6W-I (210mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE | Lancet. Vol. 339, Pg. 1483, 1992. |
4. Safety Information of Terbinafine hydrochloride
Hazard Codes of Terbinafine Hcl (CAS NO.78628-80-5):
Xi,
N Risk Statements: 36/37/38-50/53
R36/37/38: Irritating to eyes, respiratory system and skin.
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-36/37/39-61-60
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S60: This material and its container must be disposed of as hazardous waste.
RIDADR: UN 3077 9/PG 3
5. Use and Preparation of Terbinafine hydrochloride
Terbinafine Hcl is a synthetic allylamine antifungal. Its nature is highly lipophilic, easily accumulate in the skin, nails, and fat tissue. Terbinafine Hcl is orally active, antimycotic allylamine related to naftifine.It's a specfic inhibitor of squalene epoxidase,and also a key enzyme in fungal Ergosterol biosynthesis.