Terbinafine HCl - ≥98% , CAS No.78628-80-5

CAS: 78628-80-5 Cat. No.: T129278 Molecular Weight: 327.89 EC Number: 691-642-6

GRADE & PURITY ≥98%

Synonyms

SMR000469152 | TERBINAFINE HYDROCHLORIDE [JAN] | TERBINAFINE HYDROCHLORIDE [MART.] | C21H26ClN | Terbinafine hydrochloride (JP17/USP) | Terbinafinum (Latin) | Terbisil | trans-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthylmethylamine Hydrochloride |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Terbinafine HCl inhibits ergosterol synthesis by inhibiting squalene epoxidase, used as an antifungal drug.
Terbinafine hydrochloride is a synthetic allylamine antifungal. It is used to treat dermatophyte infections of the toenail/fingernail, ringworm and jock itch. It is used in adsorption, partition and stability studies.

Specifications

Synonyms

SMR000469152 | TERBINAFINE HYDROCHLORIDE [JAN] | TERBINAFINE HYDROCHLORIDE [MART.] | C21H26ClN | Terbinafine hydrochloride (JP17/USP) | Terbinafinum (Latin) | Terbisil | trans-N-(6, 6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthylmethylamine Hydrochloride |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Terbinafine hydrochloride is a synthetic allylamine antifungal, which is highly active against dermatophytes, mold, other basic fungi, and some strains of yeast. Terbinafine hydrochloride is used to treat dermatophyte infections of the toenail/fingernail

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763435
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763435
• Canonical Smiles: CC(C)(C)C#CC=CCN(C)CC1=CC=CC2=CC=CC=C21.Cl
• IUPAC Name: (E)-N,6,6-trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine;hydrochloride
• InChIKey: BWMISRWJRUSYEX-SZKNIZGXSA-N
• 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+
• Isomeric SMILES: CC(C)(C)C#C/C=C/CN(C)CC1=CC=CC2=CC=CC=C21.Cl
• WGK Germany: 3
• RTECS: QJ8600100
• Alternate CAS: 91161-71-6
• NSC Number: 759113
• MeSH Entry Terms: (E)-N-(6,6-dimethyl-2-heptenynyl)-N-methyl-1-naphthalenementhamin hydrochloride;DA 5505;Lamisil;SF 86 327;SF 86-327;SF 86327;SF-86-327;SF86327;TDT 067;TDT-067;TDT067;terbinafine;terbinafine hydrochloride;Terbinafine, (Z)-;terbinafine, (Z)-isomer
• Molecular Weight: 327.89
• Reaxy-Rn: 31771739
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31771739&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Aralkylamines Trialkylamines Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Aralkylamine - Tertiary aliphatic amine - Tertiary amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Amine - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: hydrochloride - allylamine antifungal drug

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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HEK293 (82097 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

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ABCB11 Tchem Bile salt export pump (2311 Activities)

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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GMNN Tbio Geminin (128009 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Epidermophyton floccosum (561 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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ATP-dependent molecular chaperone HSP82 (2186 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 66 mg/mL Water <1 mg/mL Ethanol 66 mg/mL
• Boil Point(°C): 417.9° C at 760 mmHg
• Melt Point(°C): 214℃
• Molecular Weight: 327.900 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 327.175 Da
• Monoisotopic Mass: 327.175 Da
• Topological Polar Surface Area: 3.200 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 428.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

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