U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H17N4OS.Cl.ClH
Molecular Weight 337.269
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIAMINE HYDROCHLORIDE

SMILES

Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC2=C(N)N=C(C)N=C2

InChI

InChIKey=DPJRMOMPQZCRJU-UHFFFAOYSA-M
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H16N4OS
Molecular Weight 264.347
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Thiamine, also known as vitamin B1, plays a key role in the human metabolism. It is present in many dietary sources such as meats, eggs, fish, beans and peas, nuts, and whole grains. Upon administration thiamine is converted by thiamine pyrophosphokinase-1 (TPK1) to the active form, thiamine pyrophosphate, which serves as a cofactor for enzymes involved in the TCA cycle and the non-oxidative part of the pentose phosphate pathway. The lack of thiamine may cause the thiamine deficiency. The classical syndrome caused primarily by thiamine deficiency in humans is beriberi, however, symptoms of thiamine deficiency also include congestive heart failure, metabolic acidosis, confusion, ataxia and seizures. Thiamine is a component of many vitamin complexes, which are approved for the treatmen and prevention of general vitamin deficiency, including the thiamine deficiency.

CNS Activity

Originator

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
M.V.I.-12
PubMed

PubMed

TitleDatePubMed
Thiamine for Alzheimer's disease.
2001
Effects of vitamins on hepatic nuclear binding of L-tryptophan.
2001
Influence of a probiotic yoghurt on the status of vitamins B(1), B(2) and B(6) in the healthy adult human.
2001
Rapid diagnosis of alcoholic ketoacidosis by proton NMR.
2001 Apr
Severe metabolic acidosis and heart failure due to thiamine deficiency.
2001 Apr
Do breastfed infants need supplemental vitamins?
2001 Apr
Conditioned nutritional deficiencies in the cardiomyopathic hamster heart.
2001 Apr
Analysis of slc19a2, on 1q23.3 encoding a thiamine transporter as a candidate gene for type 2 diabetes mellitus in pima indians.
2001 Apr
[Chronic alcohol abuse. Benfotiamine in alcohol damage is a must].
2001 Apr 19
The multifaceted and widespread pathology of magnesium deficiency.
2001 Feb
Aroma extract dilution analysis of a beeflike process flavor from extruded enzyme-hydrolyzed soybean protein.
2001 Feb
Wernicke's encephalopathy following gastroplasty for morbid obesity.
2001 Feb
Evidence for non-enzymatic glycosylation in Escherichia coli.
2001 Feb
Lactic acidosis update for critical care clinicians.
2001 Feb
Neurotoxicity and neurocognitive impairments with alcohol and drug-use disorders: potential roles in addiction and recovery.
2001 Feb
Consequences of a modified putative substrate-activation site on catalysis by yeast pyruvate decarboxylase.
2001 Feb 13
Inhibitors of advanced glycation end product-associated protein cross-linking.
2001 Feb 14
Cresol red thallium acetate sucrose inulin (CTSI) agar for the selective recovery of Carnobacterium spp.
2001 Feb 28
Longitudinal vitamin and homocysteine levels in normal pregnancy.
2001 Jan
Nutritional evaluation of some processed catering foods.
2001 Jan
Molecular cloning of human thiamin pyrophosphokinase.
2001 Jan 26
Isolation and characterization of a human thiamine pyrophosphokinase cDNA.
2001 Jan 26
Thiamine-responsive megaloblastic anemia syndrome: a disorder of high-affinity thiamine transport.
2001 Jan-Feb
Marginal vitamin and mineral intake of Costa Rican adolescents.
2001 Jan-Feb
Cardiac beriberi among illegal mainland Chinese immigrants.
2001 Jan-Feb
Nerve conduction changes in patients with mitochondrial diseases treated with dichloroacetate.
2001 Jul
Mechanism of thiamine uptake by human colonocytes: studies with cultured colonic epithelial cell line NCM460.
2001 Jul
Sulphoacetaldehyde sulpho-lyase (EC 4.4.1.12) from Desulfonispora thiosulfatigenes: purification, properties and primary sequence.
2001 Jul 15
The crystal structure of yeast thiamin pyrophosphokinase.
2001 Jun
Vitamin B intake and status in healthy Havanan men, 2 years after the Cuban neuropathy epidemic.
2001 Jun
Sulfur compounds reduce potato toxins during extrusion cooking.
2001 Jun
Severe lactic acidosis and thiamine administration in an HIV-infected patient on HAART.
2001 Jun
Comparison of ion-pair and amide-based column reversed-phase liquid chromatography for the separation of thiamine-related compounds.
2001 Jun 15
Catalytic acid-base groups in yeast pyruvate decarboxylase. 1. Site-directed mutagenesis and steady-state kinetic studies on the enzyme with the D28A, H114F, H115F, and E477Q substitutions.
2001 Jun 26
Crystal structure of thiamin pyrophosphokinase.
2001 Jun 29
Relationships between dietary intake and cognitive function level in Korean elderly people.
2001 Mar
Wernicke's encephalopathy in patients with hyperemesis gravidarum.
2001 Mar
[Shoshin beriberi: myth or reality?].
2001 Mar
Simultaneous determination of thiamin and riboflavin in mushrooms by liquid chromatography.
2001 Mar
Wernicke's encephalopathy in a child: case report and MR findings.
2001 Mar
[Metabolic characteristics of the Yarrowia lipolytica strain producing alpha-ketoglutaric and citric acids from ethanol and the effect of [NH4+] and [O2] on yeast respiration and biosynthesis].
2001 Mar-Apr
The value of oral thiamine.
2001 Mar-Apr
Pharmacotherapy of mental illness--a historical analysis.
2001 May
Early recognition of acute cardiovascular beriberi by interpretation of hemodynamics.
2001 May
Stability of thiamine and vitamins E and A during storage of enteral feeding formula.
2001 May
The bio operon on the acquired symbiosis island of Mesorhizobium sp. strain R7A includes a novel gene involved in pimeloyl-CoA synthesis.
2001 May
The use of thiamine and thiamine antagonists to investigate the etiology of early mortality syndrome in lake trout (Salvelinus namaycush).
2001 May
Examination of donor substrate conversion in yeast transketolase.
2001 May 11
Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations.
2001 May-Jun
The role of the cysteine residues of ThiI in the generation of 4-thiouridine in tRNA.
2001 Sep 7
Patents

Sample Use Guides

In Vivo Use Guide
The starting dose (as a component of M.V.I.–12) is one 10 mL daily dose added directly to an intravenous fluid.
Route of Administration: Intravenous
In Vitro Use Guide
Human Caco-2 cells were incubated (37 Celsius) in Krebs-Ringer buffer (pH 7.4) for different periods of time in the presence of 0.1 uM and 10 uM thiamine. The uptake study demonstrated that thiamine is transported across the cell membrane with Michaelis-Menten constant of 3.18 uM.
Substance Class Chemical
Created
by admin
on Tue Oct 22 00:42:10 UTC 2019
Edited
by admin
on Tue Oct 22 00:42:10 UTC 2019
Record UNII
M572600E5P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIAMINE HYDROCHLORIDE
EP   FCC   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
Common Name English
FEMA NO. 3322
Code English
BETAMIN
Brand Name English
THYMINE HYDROCHLORIDE [WHO-DD]
Common Name English
ESKAPHEN
Common Name English
THIAMINUM HYDROCHLORICUM [HPUS]
Common Name English
CLOTIAMINA
Common Name English
THIAMINUM HYDROCHLORICUM
HPUS  
Common Name English
THIAMINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
THIAMINE HYDROCHLORIDE [MART.]
Common Name English
THIAMINE HYDROCHLORIDE [WHO-DD]
Common Name English
THIAMINE HYDROCHLORIDE [FCC]
Common Name English
THIAMINE HYDROCHLORIDE [USP]
Common Name English
THIAMINE HYDROCHLORIDE [USP-RS]
Common Name English
THIAMINE CHLORIDE, HYDROCHLORIDE [WHO-IP]
Common Name English
THIAZOLIUM, 3-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-5-(2-HYDROXYETHYL)-4-METHYL-, CHLORIDE, MONOHYDROCHLORIDE
Common Name English
THIAMINE CHLORIDE HYDROCHLORIDE
JAN  
Common Name English
THIAMINI HYDROCHLORIDUM [WHO-IP LATIN]
Common Name English
VITAMIN B1 [FHFI]
Common Name English
THIAMINE CHLORIDE HYDROCHLORIDE [JAN]
Common Name English
THIAMINE HYDROCHLORIDE [MI]
Common Name English
BETALIN S
Brand Name English
THIAMINE HYDROCHLORIDE [VANDF]
Common Name English
THIAMINE HYDROCHLORIDE [EP]
Common Name English
THIAMINE HYDROCHLORIDE [WHO-IP]
Common Name English
NSC-36226
Code English
THIAMINE HCL [INCI]
Common Name English
THIAMINE HCL
INCI  
INCI  
Official Name English
Classification Tree Code System Code
CFR 21 CFR 310.529
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
NCI_THESAURUS C26017
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
CFR 21 CFR 184.1875
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
JECFA EVALUATION THIAMINE HYDROCHLORIDE
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
Code System Code Type Description
EPA CompTox
67-03-8
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
MERCK INDEX
M10717
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY Merck Index
EVMPD
SUB04798MIG
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
ECHA (EC/EINECS)
200-641-8
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
RXCUI
235355
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY RxNorm
WHO INTERNATIONAL PHARMACOPEIA
THIAMINE HYDROCHLORIDE
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY Description: Colourless crystals or a white or yellowish white, crystalline powder; odour, slight and characteristic. Solubility: Soluble in 1 part of water and in 100 parts of ethanol (~750 g/l) TS; practically insoluble in acetone R and ether R. Category: Component of vitamin B. Storage: Thiamine hydrochloride should be kept in a tightly closed, non-metallic container, protected from light. Additional information: Even in the absence of light, Thiamine hydrochloride is gradually degraded on exposure to a humidatmosphere, the decomposition being faster at higher temperatures. When exposed to air, the anhydrous product rapidly absorbsabout 4 g of water per 100 g. Melting temperature, about 248 ?C with some decomposition. In solution at pH 4.0 or less, it loses its activity only very slowly. Neutral and alkaline solutions deteriorate rapidly, especially in contact with air. Definition: Thiamine hydrochloride contains not less than 98.0% and not more than 101.0% of C12H17ClN4OS,HCl, calculated with reference to the dried substance.
NCI_THESAURUS
C48025
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
CAS
67-03-8
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
ChEMBL
CHEMBL1547
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
EVMPD
SUB179894
Created by admin on Tue Oct 22 00:42:10 UTC 2019 , Edited by admin on Tue Oct 22 00:42:10 UTC 2019
PRIMARY
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