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190675

Sigma-Aldrich

4-Methyl-5-thiazoleethanol

98%

Synonym(s):

5-(2-Hydroxyethyl)-4-methylthiazole, Sulfurol

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About This Item

Empirical Formula (Hill Notation):
C6H9NOS
CAS Number:
137-00-8
Molecular Weight:
143.21
Beilstein:
114249
EC Number:
205-272-6
MDL number:
MFCD00005339
UNSPSC Code:
12352100
PubChem Substance ID:
24851454
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.550 (lit.)

bp

135 °C/7 mmHg (lit.)

solubility

alcohol: soluble(lit.)
benzene: soluble(lit.)
chloroform: soluble(lit.)
diethyl ether/hexanes: soluble(lit.)
water: very soluble(lit.)

density

1.196 g/mL at 25 °C (lit.)

SMILES string

Cc1ncsc1CCO

InChI

1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3

InChI key

BKAWJIRCKVUVED-UHFFFAOYSA-N

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General description

4-Methyl-5-thiazoleethanol reacts with 4-ethyloctanoyl chloride to yield 4-methyl-5-thiazoleethanol 4-ethyloctanoate, sulfur-containing flavor compound. It was isolated from ether soluble alkaloidal fraction of Panax ginseng.

Application

4-Methyl-5-thiazoleethanol has been used in the synthesis of novel thiazolium halogenide ionic liquids.

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

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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A thiazole and two β-carboline constitutents from Panax ginseng.
Park JD, et al.
Archives of Pharmacal Research, 11(1), 52-55 (1988)
Syntheses and Investigation of Properties of New Ionic Liquids Thiazolium Halogenide.
Wang QK, et al.
Advanced Materials Research, 332, 2036-2039 (2011)
L B Filippova et al.
Voprosy meditsinskoi khimii, 26(5), 643-646 (1980-09-01)
35S-Hemineurine penetrated across the blood-brain barrier more rapidly than 35S-thiamin within the first 30 min after intravenous administration. Within 24 hrs content of 35S-thiamin in the neurones exceeded by 34% its concentration in glia and by 200% -- in myelin
H Nishimura et al.
Journal of bacteriology, 174(14), 4701-4706 (1992-07-01)
We have isolated a thiamine auxotrophic mutant carrying a recessive mutation which lacks the positive regulatory gene, THI3, which differs in the regulation of thiamine transport from the THI2 (PHO6) gene described previously (Y. Kawasaki, K. Nosaka, Y. Kaneko, H.
E Webb et al.
Journal of bacteriology, 179(13), 4399-4402 (1997-07-01)
Thiamine pyrophosphate (TPP) is a required cofactor in Salmonella typhimurium that is generated de novo by the condensation of 4-amino-5-hydroxymethyl pyrimidine (HMP) pyrophosphate and 4-methyl-5-(beta-hydroxyethyl)-thiazole (THZ) monophosphate. The THZ and HMP moieties are independently synthesized, and labeling studies have demonstrated
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