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T4625

Sigma-Aldrich

Thiamine hydrochloride

reagent grade, ≥99% (HPLC)

Synonym(s):

Aneurine hydrochloride, Vitamin B1 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H17ClN4OS · HCl
CAS Number:
Molecular Weight:
337.27
Beilstein/REAXYS Number:
3851771
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
34058006
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic (organic)

Quality Level

grade

reagent grade

assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white

mp

250 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL, clear, colorless

SMILES string

CC1=NC(N)=C(C[N+]2=CSC(CCO)=C2C)C=N1.Cl.[Cl-]

InChI

1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1

InChI key

DPJRMOMPQZCRJU-UHFFFAOYSA-M

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General description

Thiamine is a water-soluble vitamin-B complex. Structurally, it possesses a five-membered thiazolium ring and a six-membered amino-pyrimidine ring connected by a methyl group. Thiamine is naturally available in fruits, vegetables, poultry, eggs.

Application

Thiamine hydrochloride has been used as a vitamin supplement to the holidic medium and in bacterial growth medium.

Biochem/physiol Actions

Thiamine is an essential coenzyme in carbohydrate metabolism. Deficiency of thiamine causes beriberi, a neurological and cardiovascular disease. Thiamine is administered in case of deficiency, either due to reduced intake or synthesis. Congenital defect in the thiamine transporter gene SLC19A2 causes thiamine-responsive megaloblastic anemia syndrome (TRMA). Thiamine mimics acetylcholine in brain and possible exerts a role in Alzheimer′s disease. Thiamine deficiency in ruminants causes polioencephalomalacia.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Shutes A and Der CJ
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Applied Pharmacology for Veterinary Technicians (2009)
Improved production of carotenes from synthetic medium by Blakeslea trispora in a bubble column reactor
Nanou K, et al.
Biochemical Engineering Journal, 67, 203-207 (2012)
A holidic medium for Drosophila melanogaster
Piper MDW, et al.
Nature Methods, 11(1), 100-100 (2013)
Clinical and biological aspects of thiamine deficiency
Vitamins in the prevention of human diseases (2011)

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