(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
- CAS NO.:16496-99-4
- Empirical Formula: C20H32ClN
- Molecular Weight: 321.93
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-23 13:36:13
What is (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride?
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
The Uses of (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
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.
The Uses of (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
Resolving agent for carboxylic acids
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
Properties of (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
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. |
Safety information for (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride
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