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Chemical Structure| 91161-71-6 Chemical Structure| 91161-71-6

Structure of Terbinafine
CAS No.: 91161-71-6

Chemical Structure| 91161-71-6

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Terbinafine is a naphthalene-derived allylamine antifungal, working by inhibiting squalene monooxygenase thereby blocking the biosynthesis of ergosterol, which is an essential component of fungal cell membranes.

Synonyms: TDT 067

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Product Details of Terbinafine

CAS No. :91161-71-6
Formula : C21H25N
M.W : 291.42
SMILES Code : CC(C)(C)C#C/C=C/CN(C)CC1=C2C=CC=CC2=CC=C1
Synonyms :
TDT 067
MDL No. :MFCD00242672
InChI Key :DOMXUEMWDBAQBQ-WEVVVXLNSA-N
Pubchem ID :1549008

Safety of Terbinafine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
VCaP 50 µM Reduction in cell proliferation and induction of apoptosis. Nat Commun. 2021 Aug 20;12(1):5066.
DLD1 cells 1–50 μM To evaluate the effect of terbinafine on CRC cell viability, results showed that terbinafine significantly reduced the viability of DLD1 cells. Mol Ther. 2022 Oct 5;30(10):3284-3299.
LoVo cells 1–50 μM To evaluate the effect of terbinafine on CRC cell viability, results showed that terbinafine significantly reduced the viability of LoVo cells. Mol Ther. 2022 Oct 5;30(10):3284-3299.
HT29 cells 1–50 μM To evaluate the effect of terbinafine on CRC cell viability, results showed that terbinafine significantly reduced the viability of HT29 cells. Mol Ther. 2022 Oct 5;30(10):3284-3299.
HCT116 cells 1–50 μM To evaluate the effect of terbinafine on CRC cell viability, results showed that terbinafine significantly reduced the viability of HCT116 cells. Mol Ther. 2022 Oct 5;30(10):3284-3299.
C4-2 50 µM 48 hours Inhibition of cholesterol synthesis, reduction in free cholesterol and cholesteryl esters. Nat Commun. 2021 Aug 20;12(1):5066.
LNCaP 50 µM 48 hours Inhibition of SQLE activity, reduction in cholesterol synthesis, and decrease in AR reporter activity. Nat Commun. 2021 Aug 20;12(1):5066.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice MASH-HCC model Oral gavage 80 mg/kg Once daily for 7 weeks To evaluate the therapeutic effect of terbinafine on MASH-HCC models, results showed that terbinafine significantly suppressed tumor growth and increased the proportion of tumor-infiltrating functional CD8+ T cells. Gut. 2024 Nov 11;73(12):2023-2036
Nude mice Subcutaneous xenograft model Oral 80 mg/kg Daily for 4 weeks Terbinafine treatment alone suppressed tumour growth significantly by ~50%. In combination with 5-FU or oxaliplatin, it showed synergistic effects, completely inhibiting tumour growth. Gut. 2022 Nov;71(11):2253-2265
Mice AOM/DSS-induced CRC model, orthotopic CRC mouse model, APCmin/+ mouse model Intraperitoneal injection 20 mg/kg (AOM/DSS model), 50 mg/kg (orthotopic CRC model) AOM/DSS model: during the first cycle of DSS; orthotopic CRC model: 2 weeks To evaluate the inhibitory effect of terbinafine on CRC development, results showed that terbinafine significantly reduced tumor numbers and sizes, and prolonged survival time. Mol Ther. 2022 Oct 5;30(10):3284-3299.
Athymic nude mice Subcutaneous xenograft model Oral (terbinafine), Intraperitoneal (5-FU) 100 mg Terbinafine: once daily, 10 days; 5-FU: twice weekly, 2 weeks To test the enhancing effect of terbinafine on the antitumor efficacy of 5-FU, results showed that terbinafine significantly improved the antitumor efficacy of 5-FU treatment. Cell Commun Signal. 2024 May 18;22(1):278.
CB17-SCID mice VCaP orthotopic xenograft model Intraperitoneal injection 50 mg/kg Every 48 hours for six weeks Inhibition of tumor growth, reduction in serum PSA levels, and induction of apoptosis. Nat Commun. 2021 Aug 20;12(1):5066.

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT06400056 Fungal Resistance PHASE1 NOT_YET_RECRUITING 2025-05-25 -
NCT00602342 Onychomycosis COMPLETED 2025-04-04 Gateway Medical Research, Inc.... More >>, Saint Charles, Missouri, 63301, United States Less <<
NCT00602251 Onychomycosis COMPLETED 2025-04-04 Gateway Medical Research, Inc.... More >>, Saint Charles, Missouri, 63301, United States Less <<
NCT03171584 Antifungal Drugs in Onychomyco... More >>sis Less << PHASE3 UNKNOWN 2019-11-01 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.43mL

0.69mL

0.34mL

17.16mL

3.43mL

1.72mL

34.31mL

6.86mL

3.43mL

References

 

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