(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride Property

storage temp. 

-20°

solubility 

Soluble in DMSO (up to 40 mg/ml) or in Water (up to 9 mg/ml).

form 

solid

color 

Off-white or beige

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride Chemical Properties,Usage,Production

Description

Leelamine HCl (16496-99-4) is a lysosomotropic, intracellular cholesterol transport inhibitor with potential chemotherapeutic activity. Induces cholesterol accumulation in lysosomal/endosomal cell compartments via inhibition of autophagic flux.1?Induces apoptosis in breast cancer2, melanoma3?and prostate cancer cells4. A selective inducer of cytochrome P450 2B.5?Inhibits pyruvate dehydrogenase kinase (PDK), IC50=9.5 μM.6

Uses

Resolving agent for carboxylic acids

Uses

Dehydroabiethylamine is a primary amine with high molecular weight; shows a strong antibiotic effect with a broad spectrum of activity against Staphylococcus p.a. (sic), Escherichia coli, Mycobacterium tuberculosis, and Candida albicans.

References

1) Kuzu?et al.?(2014),?Leelamine mediated cancer cell death through inhibition of intracellular cholesterol transport; Mol. Cancer Ther.,?13?1690 2) Sehrawat?et al.?(2017),?Cancer-selective death of human breast cancer cells by leelamine is mediated by bax and bak activation; Am. Mol. Carcinolg.,?56?337 3) Chen?et al. (2017),?Targeting cholesterol transport in circulating melanoma cells to inhibit metastasis; Pigment Cell Melanoma Res.,?30?541 4) Singh?et al. (2018),?Therapeutic Potential of Leelamine, a Novel Inhibitor of Androgen Receptor and Castration-Resistant Prostate Cancer; Mol. Cancer Ther.,?17?2079 5) Sim?et al.?(2015),?Selective induction of hepatic cytochrome P450 2B activity by leelamine in vivo, as a potent novel inducer; Arch. Pharm. Res.,?38?725 6) Aicher?et al.?(1999),?Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK); Bioorg. Med. Chem. Lett.,?9?2223