2-Mercaptoimidazole

Name: 2-Mercaptoimidazole
Brand: ALDRICH

98%

Sinónimos:

2-Imidazolethiol

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Fórmula empírica (notación de Hill):

C₃H₄N₂S

Número CAS:

872-35-5

Peso molecular:

100.14

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24857146

EC Number:

212-823-4

Beilstein/REAXYS Number:

105775

MDL number:

MFCD00005188

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Nombre del producto

2-Mercaptoimidazole, 98%

InChI key

OXFSTTJBVAAALW-UHFFFAOYSA-N

InChI

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

SMILES string

Sc1ncc[nH]1

assay

98%

form

solid

mp

228-231 °C (lit.)

solubility

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

Quality Level

100

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Thiols

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Este artículo	145505	233633	301507
Sigma-Aldrich 284297 2-Mercaptoimidazole	Sigma-Aldrich 145505 α-Cyano-4-hydroxycinnamic acid	Sigma-Aldrich 233633 4-Ethylbenzaldehyde	Sigma-Aldrich 301507 2-Mercapto-1-methylimidazole
assay 98%	assay 97%	assay 98%	assay ≥99%
solubility methanol: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow	solubility methanol: soluble 50 mg/mL, clear to slightly hazy, light yellow to yellow	solubility -	solubility -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level -
mp 228-231 °C (lit.)	mp 245-250 °C (lit.)	mp -	mp 144-147 °C (lit.)
form solid	form powder	form liquid	form -

Application

2-Mercaptoimidazole has been used in chemical modification of silica gel for selective separation of mercury(II) from an aqueous solution[1].

General description

The kinetics of inhibition on mushroom tyrosinase by 2-mercaptoimidazole has been investigated[2]. 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[3].

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Regulation of thyroid sodium-iodide symporter in different stages of goiter: Possible involvement of reactive oxygen species.

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)

Inhibitory effects of novel synthetic methimazole derivatives on mushroom tyrosinase and melanogenesis.

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

Exploring the pH dependent SERS spectra of 2-mercaptoimidazole molecule adsorbed on silver nanocolloids in the light of Albrecht's "A" term and Herzberg-Teller charge transfer contribution.

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

Elucidation of the absolute configuration of JNJ-27553292, a CCR2 receptor antagonist, by vibrational circular dichroism analysis of two precursors.

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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