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Sigma-Aldrich

1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudourea

97%

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About This Item

Linear Formula:
CH3O2CN=C(SCH3)NHCO2CH3
CAS Number:
34840-23-8
Molecular Weight:
206.22
EC Number:
252-240-2
MDL number:
MFCD00674104
UNSPSC Code:
12352100
PubChem Substance ID:
24870349

assay

97%

mp

102-105 °C (lit.)

SMILES string

COC(=O)N\C(SC)=N/C(=O)OC

InChI

1S/C6H10N2O4S/c1-11-5(9)7-4(13-3)8-6(10)12-2/h1-3H3,(H,7,8,9,10)

InChI key

KHBXLYPOXVQKJG-UHFFFAOYSA-N

General description

1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudourea is a thiourea derivative.

Application

1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudourea may be used in the following syntheses:
  • methyl (6-methyl-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)carbamate
  • 2-amino-5-benzyl-6-methyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
  • methyl-{5-[(3-hydroxypropyl)thio]-1H-benzo[d]imidazol-2-yl}carbamate (hydroxyalbendazole)
  • methyl-{5-[(4-hydroxyphenyl)thio]-1H-benzo[d]imidazol-2-yl} carbamate (hydroxyfenbendazole)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Zhexue Wu et al.
Antimicrobial agents and chemotherapy, 57(11), 5448-5456 (2013-08-21)
Albendazole and fenbendazole are broad-spectrum anthelmintics that undergo extensive metabolism to form hydroxyl and sulfoxide metabolites. Although CYP3A and flavin-containing monooxygenase have been implicated in sulfoxide metabolite formation, the enzymes responsible for hydroxyl metabolite formation have not been identified. In
Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo [3, 2-d] pyrimidines as dual thymidylate synthase and dihydrofolate
Gangjee A, et al.
Journal of Medicinal Chemistry, 51(1), 68-76 (2007)

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