Terbinafine Hydrochloride (HCID 5282481)

名称と識別子

優先名称: Terbinafine Hydrochloride
IUPAC: (E)-N,6,6-trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine;hydrochloride
現地名: テルビナフィン塩酸塩
英語名: Terbinafine Hydrochloride
分子式: C21H26ClN
分子量: 327.89

名称と別名

Terbinafine hydrochloride78628-80-5Terbinafine HClLamisil ATBramazilBramizilMuzonalTerbinaTerbineNSC-759113Terbinafine (as hydrochloride)012C11ZU6G

名称をさらに表示

trans-N-(6,6-ジメチル-2-ヘプテン-4-イニル)-N-メチル-1-ナフチルメチルアミン塩酸塩塩酸テルビナフィンラミテクトネドリールビラステルミシールラミシールテビーナテルビーテルフィナビンテルビナールテルビナフィン塩酸塩リプノールケルガー(E)-6,6,N-トリメチル-N-(1-ナフチルメチル)-2-ヘプテン-4-イン-1-アミン·塩酸塩テビナシール(E)-N-メチル-N-(1-ナフチルメチル)-6,6-ジメチル-2-ヘプテン-4-イン-1-アミン·塩酸塩N-[(E)-6,6-ジメチル-2-ヘプテン-4-イニル]-N-メチル-1-ナフタレンメタンアミン·塩酸塩テルビナフィン·塩酸塩(E)-N,6,6-トリメチル-N-(ナフタレン-1-イルメチル)ヘプタ-2-エン-4-イン-1-アミン塩酸塩LAMISILlamosilDacronin hydrochlorideTerbisilmethylamin hclAfoganD02219Brican

(E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamine hydrochlorideCHEBI:77614DTXSID90229223(2E)-N,6,6-TRIMETHYL-N-(NAPHTHALEN-1-YLMETHYL)HEPT-2-EN-4-YN-1-AMINE HYDROCHLORIDEShopriteCuristSilkaLamisil once

データベース識別子

CAS: 78628-80-5
PubChem CID: 5282481
DTXSID: DTXSID90229223
ChEMBL: CHEMBL1200832
ChEBI: CHEBI:77614
UNII: 012C11ZU6G
EC Number: 616-640-4、691-642-6

物性

構造計算による物性

極性表面積: 3.2 Å²
水素結合供与体数: 1
水素結合受容体数: 1
回転可能結合数: 5
重原子数: 23
形式電荷: 0
複雑度: 428

実験および物理化学的性質

Collision Cross Section185.6 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 204 · 204-208°C
貯蔵温度: 15 · 15-25°C
溶解性: 50 mg/mL · メタノール：可溶50mg/mL
外見: 粉
色: 白い
Merck: 14 · 14,9156
BCS Class: 1 · 1
主な用途: 医薬品医薬品低分子化合物
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 データベース: 78628 · 78628-80-5(CAS DataBase Reference)

化学的性質 · 1 件

化学的特性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.

安全と法規制

GHS分類

GHS Classification · 6 件

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.

危険有害性情報

Regulatory Information · 2 件

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

Hazard Classes and CategoriesSkin Irrit. 2 (46.4%)；Eye Irrit. 2 (46.4%)；STOT SE 3 (46.4%)；Aquatic Acute 1 (87.2%)；Aquatic Chronic 1 (95.5%)

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Terbinafine hydrochloride

vMost-DILI-concern

8

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

法規制情報

Regulatory Information · 2 件

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

安全データ

wgk: 3
rtecs: QJ8600100
ridadr: UN 3077 9/PG 3
毒性: LD50 in mice, rats (mg/kg): 4000, 4000 orally; 393, 213 i.v. (Ganzinger)
hs_code: 29214990
risk_code: 36/37/38-50/53
hazard_code: Xi,N
safety_code: 26-36/37/39-61-60
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

FDA Pharmacological Classification · 4 件

TERBINAFINE HYDROCHLORIDE

Allylamine [CS]; Allylamine Antifungal [EPC]

TERBINAFINE TABLETS 250 MG

Allylamine Antifungal [EPC]; Allylamine [CS]

MeSH Pharmacological Classification · 2 件

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.

応用分野 · 4 件

用途スクアレンエポキシダーゼの選択的阻害作用を示します。

用途スクアレンエポキシダーゼ選択的阻害作用を示します。

説明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.

一般的な説明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.

上流・下流製品情報

上流原料

N-メチル-1-ナフチルメチルアミン塩酸塩 N-Methyl-1-naphthalenemethanamine 1,3-ジクロロプロペン (cis-, trans-混合物)3,3-ジメチル-1-ブテン (2E)-N,6,6-trimethyl-2-Hepten-4-yn-1-amine 炭酸ナトリウムテルビナフィンジクロロメタン N-メチル-1-ナフチルメチルアミン 3-ヒドロキシ-6,6-ジメチル-1-ヘプテン-4-イン

下流製品

テルビナフィン

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

济南诚汇双达生物有限公司053158897070 15550412551

補足説明

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

テルビナフィン塩酸塩

基本情報