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MedKoo Cat#: 412176 | Name: BW-A 58C

Description:

WARNING: This product is for research use only, not for human or veterinary use.

BW-A 58C also known as 2-(4-tert-butylcyclohexyl)-3-hydroxy-1,4-naphthoquinone, is an experimental naphthoquinone antimalarial drug which undergoes extensive alkyl hydroxylation to a single t-butylhydroxy metabolite in man in vivo and also in human liver microsomes, where this is catalysed primarily by a 54 kDa CYP2C9 form of cytochrome P450, P450hB20-27.

Chemical Structure

BW-A 58C
BW-A 58C
CAS#94015-46-0

Theoretical Analysis

MedKoo Cat#: 412176

Name: BW-A 58C

CAS#: 94015-46-0

Chemical Formula: C20H24O3

Exact Mass: 312.1725

Molecular Weight: 312.41

Elemental Analysis: C, 76.89; H, 7.74; O, 15.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
BW-A 58C; BWA 58C; BW A 58C; BW-A 58C; BW58C; BW-58C; BW 58C
IUPAC/Chemical Name
1,4-Naphthalenedione, 2-(4-(1,1-dimethylethyl)cyclohexyl)-3-hydroxy-
InChi Key
NWCVRXADYNRXCT-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H24O3/c1-20(2,3)13-10-8-12(9-11-13)16-17(21)14-6-4-5-7-15(14)18(22)19(16)23/h4-7,12-13,23H,8-11H2,1-3H3
SMILES Code
O=C1C(C2CCC(C(C)(C)C)CC2)=C(O)C(C3=C1C=CC=C3)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 312.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Weaver RJ, Dickins M, Burke MD. Hydroxylation of the antimalarial drug 58C80 by CYP2C9 in human liver microsomes: comparison with mephenytoin and tolbutamide hydroxylations. Biochem Pharmacol. 1995 Mar 30;49(7):997-1004. doi: 10.1016/0006-2952(94)00457-w. PMID: 7741772. 2: Weaver RJ, Dickins M, Burke MD. Cytochrome P450 2C9 is responsible for hydroxylation of the naphthoquinone antimalarial drug 58C80 in human liver. Biochem Pharmacol. 1993 Oct 5;46(7):1183-97. doi: 10.1016/0006-2952(93)90467-b. PMID: 8216369. 3: Hudson AT, Dickins M, Ginger CD, Gutteridge WE, Holdich T, Hutchinson DB, Pudney M, Randall AW, Latter VS. 566C80: a potent broad spectrum anti-infective agent with activity against malaria and opportunistic infections in AIDS patients. Drugs Exp Clin Res. 1991;17(9):427-35. PMID: 1822435. 4: Read NG, Astbury PJ, Morgan RJ, Parsons DN, Port CJ. Induction and exacerbation of hyaline droplet formation in the proximal tubular cells of the kidneys from male rats receiving a variety of pharmacological agents. Toxicology. 1988 Nov 14;52(1-2):81-101. doi: 10.1016/0300-483x(88)90198-9. PMID: 3188035. 5: Warhurst DC. New drugs and their potential use against drug-resistant malaria. Ann Ist Super Sanita. 1985;21(3):327-36. PMID: 3914850. 6: Hammond DJ, Burchell JR, Pudney M. Inhibition of pyrimidine biosynthesis de novo in Plasmodium falciparum by 2-(4-t-butylcyclohexyl)-3-hydroxy-1,4-naphthoquinone in vitro. Mol Biochem Parasitol. 1985 Jan;14(1):97-109. doi: 10.1016/0166-6851(85)90109-4. PMID: 3885032.