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Sigma-Aldrich

2-Mercaptoimidazole

98%

Synonym(s):

2-Imidazolethiol

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About This Item

Empirical Formula (Hill Notation):
C3H4N2S
CAS Number:
872-35-5
Molecular Weight:
100.14
Beilstein:
105775
EC Number:
212-823-4
MDL number:
MFCD00005188
UNSPSC Code:
12352005
PubChem Substance ID:
24857146
NACRES:
NA.22

Assay

98%

form

solid

mp

228-231 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow

SMILES string

Sc1ncc[nH]1

InChI

1S/C3H4N2S/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)

InChI key

OXFSTTJBVAAALW-UHFFFAOYSA-N

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General description

The kinetics of inhibition on mushroom tyrosinase by 2-mercaptoimidazole has been investigated. The pH dependent surface-enhanced Raman scattering (SERS) spectra of biologically and industrially significant, 2-mercaptoimidazole molecule at 1.0×10-10M concentration have been investigated.

Application

2-Mercaptoimidazole has been used in chemical modification of silica gel for selective separation of mercury(II) from an aqueous solution.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Lívia P L Matos et al.
Clinical and experimental pharmacology & physiology, 45(4), 326-334 (2017-11-08)
Na+ /I- symporter (NIS) transports iodide into thyrocytes, a fundamental step for thyroid hormone biosynthesis. Our aim was to evaluate NIS regulation in different status of goitrogenesis and its underlying mechanisms. Wistar rats were treated with methimazole (MMI) for 5
Chin-Feng Chan et al.
Bioorganic & medicinal chemistry, 22(9), 2809-2815 (2014-04-08)
In this study, we synthesized 4 methimazole (2-mercapto-1-methylimidazole, MMI) derivatives. The kinetics of inhibition on mushroom tyrosinase by methimazole and its derivatives were investigated. The results indicated that tert-butyl 3-methyl-2-sulfanylidene-2,3-dihydro-1H-imidazole-1-carboxylate (compound 3; 3), 2-mercaptoimidazole (MI; compound 1; 1) and MMI
2-Mercaptoimidazole covalently bonded to a silica gel surface for the selective separation of mercury (II) from an aqueous solution.
Filho NLD and Gushikem Y.
Separation Science and Technology, 32(15), 2535-2545 (1997)
Subhendu Chandra et al.
Journal of colloid and interface science, 399, 33-45 (2013-04-02)
The pH dependent surface-enhanced Raman scattering (SERS) spectra of biologically and industrially significant, 2-mercaptoimidazole (2-MI) molecule at 1.0×10(-10)M concentration have been investigated. The pH dependent SERS spectra are compared with the corresponding normal Raman spectra (NRS) of the molecule. The
Tom Kuppens et al.
Chirality, 18(8), 609-620 (2006-05-23)
The absolute configurations of two precursors, that is, 1-(3',4'-dichlorophenyl)-propanol and 1-(3',4'-dichlorophenyl)-propanamine, of a potent 2-mercapto-imidazole CCR-2 receptor antagonist, JNJ-27553292, were determined using vibrational circular dichroism. As a consequence, the absolute configuration of the antagonist itself was also determined. The two
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