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HomeProduct name listThiamine chloride

Thiamine chloride

  • CAS NO.:59-43-8
  • Empirical Formula: C12H17ClN4OS
  • Molecular Weight: 300.81
  • MDL number: MFCD00044586
  • EINECS: 200-425-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 13:37:16
Thiamine chloride Structural

What is Thiamine chloride?

Originator

Thiamine chloride,Sopharma

The Uses of Thiamine chloride

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):
reaction of Thiamine chloride
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.

Safety Profile

Poison by subcutaneous and intravenous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx, SOx, and Cl-.

Properties of Thiamine chloride

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
CAS DataBase Reference 59-43-8(CAS DataBase Reference)
EPA Substance Registry System Thiamine (59-43-8)

Safety information for Thiamine chloride

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H312:Acute toxicity,dermal
H332:Acute toxicity,inhalation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P330:Rinse mouth.
P363:Wash contaminated clothing before reuse.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P501:Dispose of contents/container to..…

Computed Descriptors for Thiamine chloride

InChIKey MYVIATVLJGTBFV-UHFFFAOYSA-M
SMILES O([H])CCC1=C(C)[N+](=CS1)CC1C=NC(=NC=1N)C.[Cl-]

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