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Details

Stereochemistry ACHIRAL
Molecular Formula C12H17N4OS.NO3
Molecular Weight 327.359
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIAMINE MONONITRATE

SMILES

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

InChI

InChIKey=UIERGBJEBXXIGO-UHFFFAOYSA-N
InChI=1S/C12H17N4OS.NO3/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;2-1(3)4/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);/q+1;-1

HIDE SMILES / InChI

Molecular Formula NO3
Molecular Weight 62.0049
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H17N4OS
Molecular Weight 265.355
Charge 1
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
Juvenile polyneuropathy due to vitamin B1 deficiency-clinical observations and pathogenetic analysis of 24 cases.
1976
Lipophilic thiamine treatment in long-standing insulin-dependent diabetes mellitus.
1999 Jun
Cloning of the human thiamine transporter, a member of the folate transporter family.
1999 Nov 5
Mitochondrial myopathy and familial thiamine deficiency.
2000 Jul
Low plasma thiamine levels in elder patients admitted through the emergency department.
2000 Oct
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
Biosynthesis of menaquinone (vitamin K2) and ubiquinone (coenzyme Q): a perspective on enzymatic mechanisms.
2001
Thiamine-responsive acute neurological disorders in nonalcoholic patients.
2001
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
Chorea induced by thiamine deficiency in hemodialysis patients.
2001 Feb
Inhibitors of advanced glycation end product-associated protein cross-linking.
2001 Feb 14
Glucose induced IEG expression in the thiamin-deficient rat brain.
2001 Feb 16
Cresol red thallium acetate sucrose inulin (CTSI) agar for the selective recovery of Carnobacterium spp.
2001 Feb 28
Nutritional evaluation of some processed catering foods.
2001 Jan
[Unusual MR findings of Wernicke encephalopathy with cortical involvement].
2001 Jan
Phylogenetic analyses and comparative genomics of vitamin B6 (pyridoxine) and pyridoxal phosphate biosynthesis pathways.
2001 Jan
Thiamin treatment and working memory function of alcohol-dependent people: preliminary findings.
2001 Jan
Phosphorylation of 1-deoxy-D-xylulose by D-xylulokinase of Escherichia coli.
2001 Jan
In vivo microdialysis in an animal model of neurological disease: thiamine deficiency (Wernicke) encephalopathy.
2001 Jan
Impact of the reduced folate carrier on the accumulation of active thiamin metabolites in murine leukemia cells.
2001 Jan 12
Molecular cloning of human thiamin pyrophosphokinase.
2001 Jan 26
Isolation and characterization of a human thiamine pyrophosphokinase cDNA.
2001 Jan 26
Marginal vitamin and mineral intake of Costa Rican adolescents.
2001 Jan-Feb
Cardiac beriberi among illegal mainland Chinese immigrants.
2001 Jan-Feb
Learning from biomedical time series through the integration of qualitative models and fuzzy systems.
2001 Jan-Mar
Nerve conduction changes in patients with mitochondrial diseases treated with dichloroacetate.
2001 Jul
Vitamin B intake and status in healthy Havanan men, 2 years after the Cuban neuropathy epidemic.
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
Wernicke's encephalopathy in patients with hyperemesis gravidarum.
2001 Mar
[Shoshin beriberi: myth or reality?].
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
Stability of thiamine and vitamins E and A during storage of enteral feeding formula.
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
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 Mon Oct 21 20:07:07 UTC 2019
Edited
by admin
on Mon Oct 21 20:07:07 UTC 2019
Record UNII
8K0I04919X
Record Status Validated (UNII)
Record Version
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Name Type Language
THIAMINE MONONITRATE
FCC   MI   USP   VANDF   WHO-DD   WHO-IP  
Common Name English
THIAMINE MONONITRATE [USP]
Common Name English
THIAMINE NITRATE [INCI]
Common Name English
THIAMINE NITRATE [MART.]
Common Name English
ANEURINE MONONITRATE
Common Name English
THIAMINE NITRATE (SALT)
WHO-IP  
Common Name English
THIAMINE MONONITRATE [WHO-DD]
Common Name English
THIAMIN MONONITRATE
Common Name English
VITAMIN B1 MONONITRATE
Common Name English
THIAMINE MONONITRATE [MI]
Common Name English
THIAMINE MONONITRATE [WHO-IP]
Common Name English
THIAMINI MONONITRAS [WHO-IP LATIN]
Common Name English
THIAMINE NITRATE [EP]
Common Name English
THIAMINE NITRATE (SALT) [WHO-IP]
Common Name English
BETABION MONONITRATE
Common Name English
THIAMINE MONONITRATE [FCC]
Common Name English
THIAMINE NITRATE
EP   INCI   MART.  
INCI  
Official Name English
THIAZOLIUM, 3-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-5-(2-HYDROXYETHYL)-4-METHYL-, NITRATE (SALT)
Common Name English
VITAMIN B1 (AS THIAMINE NITRATE)
Common Name English
THIAMINE MONONITRATE [VANDF]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 184.1878
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
NCI_THESAURUS C45812
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
THIAMINE MONONITRATE
Created by admin on Mon Oct 21 20:07:07 UTC 2019 , Edited by admin on Mon Oct 21 20:07:07 UTC 2019
PRIMARY Description: Colourless crystals or a white, crystalline powder; odour, slight and characteristic. Solubility: Sparingly soluble in water; very slightly soluble in ethanol (~750 g/l) TS. Category: Component of vitamin B. Storage: Thiamine mononitrate should be kept in a tightly closed, non-metallic container, protected from light. Additional information: Even in the absence of light, Thiamine mononitrate is gradually degraded on exposure to a humidatmosphere, the decomposition being faster at higher temperatures. Definition: Thiamine mononitrate contains not less than 98.0% and not more than 101.0% of C12H17N5O4S, calculated with reference to the dried substance.
RXCUI
10456
Created by admin on Mon Oct 21 20:07:07 UTC 2019 , Edited by admin on Mon Oct 21 20:07:07 UTC 2019
PRIMARY RxNorm
PUBCHEM
10762
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
PRIMARY
ChEMBL
CHEMBL1547
Created by admin on Mon Oct 21 20:07:07 UTC 2019 , Edited by admin on Mon Oct 21 20:07:07 UTC 2019
PRIMARY
ECHA (EC/EINECS)
208-537-4
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
PRIMARY
CAS
532-43-4
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
PRIMARY
EVMPD
SUB12366MIG
Created by admin on Mon Oct 21 20:07:07 UTC 2019 , Edited by admin on Mon Oct 21 20:07:07 UTC 2019
PRIMARY
MERCK INDEX
M10717
Created by admin on Mon Oct 21 20:07:07 UTC 2019 , Edited by admin on Mon Oct 21 20:07:07 UTC 2019
PRIMARY Merck Index
NCI_THESAURUS
C87669
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
PRIMARY
EPA CompTox
532-43-4
Created by admin on Mon Oct 21 20:07:08 UTC 2019 , Edited by admin on Mon Oct 21 20:07:08 UTC 2019
PRIMARY
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IMPURITY -> PARENT
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY