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MedKoo Cat#: 573621 | Name: Melarsen oxide

Description:

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

Melarsen oxide is a glutathione reductase inhibitor.

Chemical Structure

Melarsen oxide
Melarsen oxide
CAS#21840-08-4

Theoretical Analysis

MedKoo Cat#: 573621

Name: Melarsen oxide

CAS#: 21840-08-4

Chemical Formula: C9H9AsN6O

Exact Mass: 292.0054

Molecular Weight: 292.13

Elemental Analysis: C, 37.00; H, 3.11; As, 25.65; N, 28.77; O, 5.48

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Synonym
3177 R.P., AI3-51158, Melarsen oxide, Melarsenoxyd, Melox
IUPAC/Chemical Name
1,3,5-Triazine-2,4,6-triamine, N-(4-arsenosophenyl)- (9CI)
InChi Key
YDKGKLBKFOIXPU-UHFFFAOYSA-N
InChi Code
1S/C9H9AsN6O/c11-7-14-8(12)16-9(15-7)13-6-3-1-5(10-17)2-4-6/h1-4H,(H5,11,12,13,14,15,16)
SMILES Code
c1(Nc2ccc([As]=O)cc2)nc(nc(n1)N)N
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Melarsen oxide is a glutathione reductase inhibitor.
In vitro activity:
The results of the protein studies prove that melarsen oxide, the active derivative of melarsoprol, strongly binds to human hemoglobin and forms different adducts via the free cysteinyl groups of the hemoglobin α- and β-chain. Reference: Anal Bioanal Chem. 2013 Jun;405(15):5249-58. https://pubmed.ncbi.nlm.nih.gov/23552974/
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 292.13 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
Formulation protocol:
1. Baumann A, Pfeifer T, Melles D, Karst U. Investigation of the biotransformation of melarsoprol by electrochemistry coupled to complementary LC/ESI-MS and LC/ICP-MS analysis. Anal Bioanal Chem. 2013 Jun;405(15):5249-58. doi: 10.1007/s00216-013-6929-7. Epub 2013 Apr 4. PMID: 23552974. 2. Müller S, Walter RD, Fairlamb AH. Differential susceptibility of filarial and human erythrocyte glutathione reductase to inhibition by the trivalent organic arsenical melarsen oxide. Mol Biochem Parasitol. 1995 May;71(2):211-9. doi: 10.1016/0166-6851(94)00053-p. PMID: 7477103.
In vitro protocol:
1. Baumann A, Pfeifer T, Melles D, Karst U. Investigation of the biotransformation of melarsoprol by electrochemistry coupled to complementary LC/ESI-MS and LC/ICP-MS analysis. Anal Bioanal Chem. 2013 Jun;405(15):5249-58. doi: 10.1007/s00216-013-6929-7. Epub 2013 Apr 4. PMID: 23552974. 2. Müller S, Walter RD, Fairlamb AH. Differential susceptibility of filarial and human erythrocyte glutathione reductase to inhibition by the trivalent organic arsenical melarsen oxide. Mol Biochem Parasitol. 1995 May;71(2):211-9. doi: 10.1016/0166-6851(94)00053-p. PMID: 7477103.
In vivo protocol:
TBD
1: Stoffel SA, Rodenko B, Schweingruber AM, Mäser P, de Koning HP, Schweingruber ME. Biosynthesis and uptake of thiamine (vitamin B1) in bloodstream form Trypanosoma brucei brucei and interference of the vitamin with melarsen oxide activity. Int J Parasitol. 2006 Feb;36(2):229-36. Epub 2005 Nov 21. PubMed PMID: 16375907. 2: Schweingruber ME. The melaminophenyl arsenicals melarsoprol and melarsen oxide interfere with thiamine metabolism in the fission yeast Schizosaccharomyces pombe. Antimicrob Agents Chemother. 2004 Sep;48(9):3268-71. PubMed PMID: 15328083; PubMed Central PMCID: PMC514754. 3: WILLIAMSON J, LOURIE EM. Melarsen and melarsen oxide. Nature. 1948 Jan 17;161(4081):103. PubMed PMID: 18898342.