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Thiaminhydrochlorid

2-[3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;hydron;dichloride

HCID 46856306
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Grundinformationen

CAS
67-03-8
Standard-SMILES
Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.[Cl-].[Cl-].[H+]
InChIKey
DPJRMOMPQZCRJU-UHFFFAOYSA-M
Summenformel
C12H18Cl2N4OS
Durchschnittliche Molmasse
337,3 g/mol
Monoisotopische Masse
336,0578378

Überblick

See also: Thiamine Hydrochloride (preferred); Vitamin B Complex (component of); Thiamine ION (has active moiety) ... View More ...

Namen und Bezeichner

Bevorzugter Name
2-[3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;hydron;dichloride
IUPAC
2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;hydron;dichloride
Lokaler Name
Thiaminhydrochlorid
Englischer Name
Thiamine hydrochloride
Summenformel
C12H17N4OS.ClH.Cl
Molmasse
337.27

Namen und Synonyme

SCHEMBL1532399AKOS015896335THIAMINETHIAMINE HCLthdVITAMIN B1 HCLVB1 HCLTHIAMIN HYDROCHLORIDEVitamin B1 ThiamineVIT B1FEMA 3322200-641-8

Datenbank-Bezeichner

CAS
67-03-8
PubChem CID
46856306

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
104 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
4
Schwere Atome
20
Formalladung
0
Komplexität
268

Physikochemische Eigenschaften

Schmelzpunkt
250 °C · 250 °C (dec.)(lit.)
Dichte
1.3766 · 1.3766 (rough estimate)
Brechungsindex
1.6 · 1.6000 (estimate)
FEMA
3322 · 3322 | THIAMINE HYDROCHLORIDE
Flammpunkt
9 °C · 9°C
storage temp.
room temp
Löslichkeit
2 O: · H2O: 0.1 g/mL at 20 °C, clear, colorless
pka
4.8 · pKa 4.8 (Uncertain);9.0 (Uncertain)
Aggregatzustand
Crystalline Powder
Farbe
White to almost white
PH
2.7 · 2.7-3.3
Geruch (Odor)
sour mild bitter
Geruchsart
bland
Biologische Quelle
synthetic (organic)
Wasserlöslichkeit
1 g/mL · 1 g/mL
Merck
14 · 14,9295
JECFA Number
1030 · 1030

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

F
3-8-10
wgk
1
tsca
TSCA listed
hs_code
29362200
RTECS-Nr.
XI7350000
risk_code
36/37/38-39/23/24/25-23/24/25-11
Toxizität
LD50 in mice (mg/kg): 89.2 i.v.; 8224 orally (Winter)
hazard_code
Xi,T,F
safety_code
22-24/25-37/39-26-36-45-36/37-16-7
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2

Chemie und Industrie

Anwendungen · 4 Einträge

BeschreibungThiamine Hydrochloride is the hydrochloride salt form of thiamine (vitamin B1), a vitamin essential for aerobic metabolism, cell growth, transmission of nerve impulses and acetylcholine synthesis. Vitamin B1 helps prevent various health problems including heart damage.Thiamine hydrochloride is used to prevent and treat thiamine deficiency states, which may occur as a result of inadequate nutrition or intestinal malabsorption. It is also used for the treatment of Wernicke-Korsakoff syndrome, beriberi and thiamine deficiency related to chronic alcoholism. Thiamine hydrochloride is used as a food additive to add brothy/meaty flavor to gravies or soups. It is used also as a food supplement and flavoring ingredient with a bitter taste.

OccurrenceRice husks are reportedly the principal source of vitamin B1; in variable amounts it is a constituent of yeast, milk, green leaves, roots and tubers; it is also present in high concentration in seeds, and in lesser amount in different animal organs and muscles.

HistoryThiamine hydrochloride was the first water-soluble vitamin to be purified. In 1912, Cashmir Funk isolated thiamine from rice husks and coined the term ‘vitamine’ because it was required for life (‘vita’) and because thiamine contained nitrogen (‘amine’). Thiamine, formerly known as B1, is water soluble. Thiamine is a vital cofactor for enzymes and coenzymes of glycolysis, the Kreb’s cycle, the pentose phosphate pathway. Thiamine is also involved in the biosynthesis of the neurotransmitters acetylcholine and gamma-aminobutyric acid and in nerve propagation.

VerwendenThiamine is the water-soluble vitamin b1, required for normal digestion and functioning of nerve tissues and in the prevention of beriberi. It also acts as a coenzyme in the metabolism of carbohydrates. During processing, the higher and longer the heating period, the greater the loss. The loss is reduced in the presence of acid. Thiamine hydrochloride and thiamine mononitrate are two available forms. The mononitrate form is less hygroscopic and more stable than the hydrochloride form, making it suitable for use in beverage powders. It is used in enriched flour and is found as thiamine mononitrite in frozen egg substitute and crackers.

Darstellung

synthetischeBy linking the preformed thiazole and pyrimidine ring system.

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
BRN
3851771 · 3851771
BCS Class
3 · 3
Stabilität
Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents.
Major Application
flavors and fragrances
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONINGFRAGRANCE
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
InChIKey
DPJRMOMPQZCRJU-UHFFFAOYSA-M
SMILES
CC1=NC(N)=C(C[N+]2=CSC(CCO)=C2C)C=N1.Cl.[Cl-]
LogP
-3.93 · -3.93
CAS Datenbank
67 · 67-03-8(CAS DataBase Reference)
EPA chemische Informationen
Thiamine hydrochloride (67-03-8)

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Acetamidiniumchlorid(2-Methyl-1H-indol-3-yl)-oxo-acetic acid ethyl esterChinolinThiaminnitratAmmoniumnitratPyramatKohlendisulfid3-MethoxypropiononitrilThiamine Impurity 21Wasser

Nachgelagerte Produkte

Thiaminnitrat2-Pentanone, 5-hydroxy-3-mercapto- (6CI,7CI,9CI)Thiamin

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Thiamine hydrochloride is a hydrochloride obtained by combining thiamine chloride with one molar equivalent of hydrochloric acid. It has a role as an insect repellent. It is a vitamin B1 and a hydrochloride. It contains a thiamine(2+).