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Sigma-Aldrich

2-Mercaptoimidazole

98%

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

Quality Level

100

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

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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
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
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)
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
Newton L Dias Filho et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 21(11), 1359-1363 (2005-12-02)
A mercury-sensitive chemically modified graphite paste electrode was constructed by incorporating modified silica gel into a conventional graphite paste electrode. The functional group attached to the (3-chloropropyl) silica gel surface was 2-mercaptoimidazole, giving a new product denoted by 3-(2-thioimidazolyl)propyl silica
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