| Identification | More | [Name]
Thiamine chloride | [CAS]
59-43-8 | [Synonyms]
AURORA KA-7821
VITAMIN B1
3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylthiazoli
aneurine
apatatedrape
b-amin
beivon
betabion
bethiamin
hyl-chloride
oryzanin
oryzanine
thiamin
thiaminemonochloride
thiazolium,3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-met
ViatmineB1
Antiberiberi factor
Betamin
Beta-Sol
Biamine | [EINECS(EC#)]
200-425-3 | [Molecular Formula]
C12H17ClN4OS | [MDL Number]
MFCD00044586 | [Molecular Weight]
300.81 | [MOL File]
59-43-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
248 °C (decomp) | [density ]
1.3175 (rough estimate) | [refractive index ]
1.5630 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO : 6 mg/mL (19.95 mM) | [form ]
Solid | [color ]
White to off-white | [InChI]
InChI=1S/C12H17N4OS.ClH/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);1H/q+1;/p-1 | [InChIKey]
MYVIATVLJGTBFV-UHFFFAOYSA-M | [SMILES]
O([H])CCC1=C(C)[N+](=CS1)CC1C=NC(=NC=1N)C.[Cl-] | [LogP]
-3.930 (est) | [CAS DataBase Reference]
59-43-8(CAS DataBase Reference) | [EPA Substance Registry System]
59-43-8(EPA Substance) |
| Hazard Information | Back Directory | [Originator]
Thiamine chloride,Sopharma | [Uses]
Vitamin B1 is used in method for cultivating tremella strain. Also, it is protein compound liquid comprising collagen and Rhodiola rosea extract or preparing injection to remove skin wrinkle. | [Definition]
ChEBI:Thiamine(1+) chloride is a vitamin B1 and an organic chloride salt. It contains a thiamine(1+). | [Manufacturing Process]
2 Methods of preparation of thiamine:
1. 3-Ethoxypropionitrile reacted with diethoxymethoxy-ethane and 3-ethoxy-
2-methoxymethylenpropionitrile was obtained.
Then to the 3-ethoxy-2-methoxymethylenpropionitrile acetamidine was added
and reaction mixture was stirred to give 4-amino-5-ethoxy-methyl-2-
methylpyrimidine.
The 4-amino-5-ethoxy-methyl-2-methylpyrimidine was treated by hydrobromic
acid to afford 4-amino-5-bromomethyl-2-methylpyrimidine hydrobromide.
The 4-amino-5-bromomethyl-2-methylpyrimidine hydrobromide reacted with
5-(2-hydroxyethyl)-4-methylthiazole in the presence of hydrobromic acid and
as the result thiaminbromide was produced. For changing of the thiaminbromide to the thiamincloride the thiaminbromide was treated by AgCl.
2. To diethoxymethoxy-ethane malononitrile was added and ethoxymethylenmalononitrile
was obtained. The ethoxymethylen-malononitrile reacted with
acetamidine as a result 4-amino-5-cyano-2-methylpyrimidine was produced,
which was reduced by H2/Raney-Ni to 4-amino-5-aminomethyl-2-
methylpyrimidine.
To the 4-amino-5-aminomethyl-2-methylpyrimidine 1-acetoxy-3-chloropentan-
4-one was added in the presence CS2 and NH3, and reaction mixture was
stirred, then to this mixture hydrochloric acid was added and thiamin (base)
was obtained.
To thiamin (base) H2O2 and hydrocloricum acid are added, in the result
reaction the thiamine chloride was obtained. | [Therapeutic Function]
Enzyme cofactor vitamin, Antineuritic | [General Description]
Thiamine, the preferred name for vitamin B1, holds a prominent place in the history of vitamin discovery because beriberi, the disease resulting from insufficient thiamine intake, was one of the earliest recognized deficiency diseases. | [Biological Activity]
Some earlier designations for this substance included aneurin, antineuritic factor, antiberiberi factor, and oryzamin. Thiamine is metabolically active as thiamine pyrophosphate (TPP).
TPP functions as a coenzyme which participates in decarboxylation of α-keto acids. Dehydrogenation and decarboxylation must precede the formation of “active acetate” in the initial reaction of the TCA cycle (citric acid cycle):
This reaction is a good example of the interrelationship of vitamin B coenzymes. Four vitamin coenzymes are necessary for this one reaction: (1) thiamine (in TPP) for decarboxylation; (2) nicotinic acid in nicotinamide adenine dinucleotide (NAD); (3) riboflavin in flavin adenine dinucleotide (FAD); and (4) pantothenic acid in coenzyme A (CoA) for activation of the acetate fragment. | [Clinical Use]
Thiamine chloride, as the base or as the hydrochloride salt, is indicatedin the treatment or prophylaxis of known or suspected thiaminedeficiencies. Severe thiamine deficiency is calledberiberi, which is very rare in developed countries. The mostlikely cause of thiamine deficiency in the United States is theresult of chronic alcoholism, which leads to multiple vitamindeficiencies as a result of poor dietary intake. The major organsaffected are the nervous system (dry beriberi), whichmanifests as neurological damage, the cardiovascular system(wet beriberi), which manifests as heart failure and edema, andthe gastrointestinal tract. Thiamine administration reverses thegastrointestinal, cardiovascular, and neurological symptoms;however, if the deficiency has been severe or of prolonged duration, the neurological damage may be permanent.
| [storage]
Store at -20°C |
|
| Company Name: |
Maya High Purity Chemicals
|
| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
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www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
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