Thiamine

THIAMINE · THIAMINE HCL · VITAMIN B1 HCL · VIT B1 · FEMA 3322 · Thiamine ion · THIAMIN HYDROCHLORIDE · ANEURIN

Identifikatoren & physikalische Daten

CAS No.	59-43-8
Summenformel	C12H17N4OS+
Durchschnittliche Molmasse	265,36 g/mol
Monoisotopische Masse	265,11230735 g/mol
SMILES	Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
InChIKey	JZRWCGZRTZMZEH-UHFFFAOYSA-N
PubChem CID	1130
ChEMBL	CHEMBL1588
ChEBI	CHEBI:18385
EC No.	200-425-3
DTXSID	DTXSID50220251

Chemische & physikalische Eigenschaften

XLogP	1
Polarare Oberfläche (TPSA)	104
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	5
Frei drehbare Bindungen	4
Schwere Atome	18
Formalladung	1
Komplexität	268
Geruch	SLIGHT, CHARACTERISTIC
Color/Form	Crystals from water
Löslichkeit	500000SLIGHTLY SOL IN ALC & CHLOROFORM /MONONITRATE/MONONITRATE IS MUCH LESS SOL IN WATER THAN HYDROCHLORIDEIn water, approximately 5.0X10+5 mg/L, temp not specified500.0 mg/mLSoluble in water, propylene glycolInsoluble in ether, benzene, hexane, chloroformH2O: 0.1 g/mL at 20 °C, clear, colorless
Decomposition	When heated to decomposition it emits very toxic fumes of /nitric oxide/, /sulfur oxide/, and /chlorine/.
Schmelzpunkt	248164 °CMP: 248 °C, DECOMP /HYDROCHLORIDE/250 °C (dec.)(lit.)
Physical Description	Solid with a slight odor[HSDB] Crystals[Avocado Research MSDS]Small white to yellowish crystals or crystalline powderslight characteristic odour reminescent of thiazole
Stability/Shelf Life	Stable under normal storage conditionsit is degraded in neutral and alkaline solutions (even at room temp)Mononitrate is less hygroscopic and hence is more stable than the hydrochloride /Mononitrate and hydrochloride salts/Stability is excellent in low pH fruit drinks, eg, losses in drinks are 6% after 12 mo at room tempStability in frozen drink concentrate is excellentFor more Stability/Shelf Life (Complete) data for Vitamin B1 (9 total), please visit the HSDB record page.
Ionization Efficiency	Positive3.192.7Agilent XCTElectrospray ionizationformic acid (5.3nM)
Collision Cross Section	162.8 Å² [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID2023648]161.5 Å² [M+H]+ [CCS Type: DTIonization: APCI+Source Identifier: DTXSID4038762]162.7 Å² [M+H]+ [CCS Type: DTIonization: ESI+155.9 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]155.66 Å² [M]+ [CCS Type: TW159 Å² [M]+ [CCS Type: TWMethod: calibrated with polyalanine]162.8 Å² [M]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]162.4 Å² [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]160.3 Å² [M-H]- [CCS Type: DT
Other Experimental Properties	Monoclinic plates in rosette-like clusters. Slight thiazole odorbitter tastedecomposes at 248 °C. One gram dissolves in approximately 1 mL water, 18 mL glycerol, 100 mL 95% alcohol, 315 mL absolute alcoholmore soluble in methanol. Soluble in propylene glycol. Practically insoluble in ether, benzene, hexane, chloroform. pH of 1% wt/vol solution in water 3.13pH of 0.1% wt/vol solution in water 3.58. On exposure to air of average humidity, the vitamin absorbs an amount of water corresponding to nearly one mole, forming a hydrate.HYGROSCOPICNUT-LIKE ODOR /HYDROCHLORIDE/READILY SPLIT BY SULFITE INTO ITS PYRIMIDINE & THIAZOLE CONSTITUENTSCrystals. MP: 196-200 °C, decomposespractically nonhygroscopicpKa = 4.9. Solubility in water (g/100 mL): 2.7 (25 °C)approximately 30 (100 °C). pH of 2% aqueous solution 6.5 to 7.1, more stable than the hydrochloridesuitable for enrichment of flours and feeds, multivitamin preparations /Mononitrate/SMALL WHITE CRYSTALS OR CRYSTALLINE POWDER /HYDROCHLORIDE/Thiamine hydrochloride in the dry state is stable. Acidic solutions having a pH below 5.5 preferably from 5.0 to 3.5 are also relatively stable. Alkalies destroy it. It is precipitated from solution by several of the alkaloidal reagents such as mercuric chloride, iodine, picric acid, tannin, and Mayer's reagent. It is sensitive to both oxidizing and reducing agents. /Hydrochloride/
Lagerbedingungen	2-8°C
BCS Class	3

Sicherheit & Vorschriften

Lagerbedingungen
GHS-Einstufung	This chemical does not meet GHS hazard criteria for 100% (6 of 6) of all reports.Not ClassifiedReported as not meeting GHS hazard criteria by 6 of 6 companies. For more detailed information, please visit ECHA C&L website.Aggregated GHS information provided per 6 reports by companies from 1 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 6 of 6 reports by companies.There are 0 notifications provided by 0 of 6 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Regulatorische Informationen	Chemical: Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-, chloride (1:1)Thiamine: Does not have an individual approval but may be used under an appropriate group standard
Weitere Sicherheitsinformationen	Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Gefahrenübersicht	A water-soluble vitamin used to treat beriberi and Wernicke-Korsakoff syndromeAnaphylactoid reactions were reported after intravenous injection--rare with new preparations[Olson, p. 628] Hydrochloride: Safe when used as a flavoring agent in food[JECFA] Occupational asthma confirmed with broncho-provocation testing in a worker manufacturing cereal[Malo]
Special Reports	NAS, Food and Nutrition Board, Institute of MedicineDietary Reference Intakes for Thiamin, Riboflavin, Niacin, Vitamin B6, Folate, Vitamin B12, Pantothenic Acid, Biotin, and Choline. National Academy Press, Washington, D.C. (1998).[Available from, as of March 2, 2010: http://www.nap.edu/catalog/6015.html]
Hazard Classes and Categories	Not Classified