CAS 21840-08-4

Melarsen oxide

Description:

Melarsen oxide, also known as melarsoprol, is an organoarsenic compound primarily used in the treatment of African sleeping sickness, particularly the second stage caused by Trypanosoma brucei gambiense. It is characterized by its ability to cross the blood-brain barrier, making it effective against central nervous system infections. The compound is a white to off-white crystalline solid that is soluble in water and exhibits a relatively low molecular weight. Melarsen oxide acts as a trypanocidal agent, disrupting the metabolism of the parasite. However, its use is limited due to potential toxicity, including adverse effects such as encephalopathy and hypersensitivity reactions. As a result, careful monitoring is required during treatment. The compound's mechanism of action involves the inhibition of key metabolic pathways in the parasite, leading to its death. Despite its efficacy, the development of resistance and the availability of alternative treatments have influenced its use in modern medicine.

Formula: C₉H₉AsN₆O

InChI: InChI=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)

InChI key: InChIKey=YDKGKLBKFOIXPU-UHFFFAOYSA-N

SMILES: N(C=1N=C(N)N=C(N)N1)C2=CC=C([As]=O)C=C2

Synonyms:

• (p-Arsenosophenyl)melamine
• 1,3,5-Triazine-2,4,6-triamine, N-(4-arsenosophenyl)-
• 1,3,5-Triazine-2,4,6-triamine, N-(4-arsenosophenyl)- (9CI)
• 1,3,5-Triazine-2,4,6-triamine, N-(4-arsenosophenyl)-, dihydrate
• 1,3,5-Triazine-2,4,6-triamine, N²-(4-arsenosophenyl)-
• 2-(p-Arsenosoanilino)-4,6-diamino-s-triazine
• 2-N-(4-Arsorosophenyl)-1,3,5-triazine-2,4,6-triamine
• 3177 R.P.
• Ai3-51158
• Brn 0024579
• Friedheim 2065
• Melamine, (p-arsenosophenyl)-
• Melamine, N(sup 2)-(p-arsenosophenyl)-
• Melarsen oxide
• Melarsenoxyd
• Melox
• N(sup 2)-(p-Arsenosophenyl)melamine
• N-(4-Arsenosophenyl)-1,3,5-triazine-2,4,6-triamine
• N²-(4-Arsenosophenyl)-1,3,5-triazine-2,4,6-triamine
• Nsc 34642
• N~2~-[4-(oxoarsanyl)phenyl]-1,3,5-triazine-2,4,6-triamine
• p-(2,4-Diamino-s-triazinyl-6)aminophenylarsine oxide
• N-(p-Arsenosophenyl)-1,3,5-triazine-2,4,6-triamine
• 4-26-00-01291 (Beilstein Handbook Reference)
• 1,3,5-Triazine-2,4,6-triamine, N2-(4-arsenosophenyl)-

Melarsen Oxide

Controlled Product

CAS: 21840-08-4

Applications Melarsen Oxide is the active metabolite of Melarsoprol (M215100), the main drug used against late-stage sleeping sickness caused by Trypanosoma brucei subspecies.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Schweingruber, M.E., et al.: Antimicrob. Agent. Chemother., 48, 3268 (2004); Gould, M.K., et al.: Anal. Biochem., 382, 87 (2008); Stoffel, S.A., et al.: Int. j. Parasitol., 36, 229 (2006);

Formula: C₉H₉AsN₆O

Color and Shape: Neat

Molecular weight: 292.13

Ref: TR-M215110