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Sigma-Aldrich

4-Methylthiazole

99%

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About This Item

Empirical Formula (Hill Notation):
C4H5NS
CAS Number:
693-95-8
Molecular Weight:
99.15
EC Number:
211-764-1
MDL number:
MFCD00005340
UNSPSC Code:
12352100
PubChem Substance ID:
24851621
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.524 (lit.)

bp

133-134 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

SMILES string

Cc1cscn1

InChI

1S/C4H5NS/c1-4-2-6-3-5-4/h2-3H,1H3

InChI key

QMHIMXFNBOYPND-UHFFFAOYSA-N

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General description

4-Methylthiazole forms complexes with cobalt(II), zinc(II), nickel(II) and copper(II) halides.

Application

4-Methylthiazole was used in the synthesis of catalytic dendrophanes, as functional mimics of the thiamine-diphosphate-dependent enzyme pyruvate oxidase. It was used in small scale preparation of 3-butyl-4-methylthiazolium bromide.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Metal complexes of 4-methylthiazole.
Hughes MN and Rutt KJ.
Inorganic Chemistry, 10(2), 414-416 (1971)
Improved preparations of ionic liquids using microwave irradiation.
Deetlefs M and Seddon KR.
Green Chemistry, 5(2), 181-186 (2003)
Catalytic Dendrophanes as Enzyme Mimics: Synthesis, Binding Properties, Micropolarity Effect, and Catalytic Activity of Dendritic Thiazolio-cyclophanes.
Habicher T, et al.
Helvetica Chimica Acta, 82(7), 1066-1095 (1999)
M K Cho et al.
Toxicology, 146(2-3), 111-122 (2000-05-18)
Microsomal epoxide hydrolase (mEH) is inducible by a number of xenobiotics. Induction of mEH by certain chemopreventive agents may implicate the protective effect. In contrast, many of carcinogenic agents also induce the enzyme. The hepatotoxicity and mEH expression by methylthiazoles
Shivaji H Shelke et al.
Bioorganic & medicinal chemistry letters, 22(20), 6373-6376 (2012-09-18)
A new series of 3-aryl-2-(2-aryl/benzyl-4-methylthiazole-5-yl)thiazolidin-4-one was synthesized by condensation of 2-aryl/benzyl-4-methylthiazole-5-carbaldehyde, aromatic amines and thioglycolic acid in toluene. All the synthesized compounds are characterized by IR, NMR and elemental or mass analysis. Sixteen out of the newly synthesized compounds were
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