ChemicalBook > CAS DataBase List > Benfotiamine

Benfotiamine

Product Name
Benfotiamine
CAS No.
22457-89-2
Chemical Name
Benfotiamine
Synonyms
btmp;S-BENZOYLTHIAMINE O-MONOPHOSPHATE;benzoylthiamineo-monophosphate;Thiobenzoic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl];berdi;betivina;MilgaMMa;8088c.b.;biotamin;tabiomyl
CBNumber
CB4775966
Molecular Formula
C19H23N4O6PS
Formula Weight
466.45
MOL File
22457-89-2.mol
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Benfotiamine Property

Melting point:
165 C
Boiling point:
745.1±70.0 °C(Predicted)
Density 
1.444±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Aqueous Acid (Slightly), DMSO (Heated, Sonicated)
form 
Solid
pka
1.84±0.10(Predicted)
color 
White to Off-White
Merck 
14,1041
Stability:
Hygroscopic
InChI
InChI=1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)
InChIKey
BTNNPSLJPBRMLZ-GHRIWEEISA-N
SMILES
C(C1=CN=C(C)N=C1N)N(C=O)C(C)=C(CCOP(O)(O)=O)SC(C1C=CC=CC=1)=O
LogP
-2.814 (est)
CAS DataBase Reference
22457-89-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
DH6910000
HS Code 
2933.59.8000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B9636
Product name
S-Benzoylthiamine O-monophosphate
Packaging
250mg
Price
$74.9
Updated
2024/03/01
TCI Chemical
Product number
B4711
Product name
S-Benzoylthiamine O-Monophosphate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$78
Updated
2024/03/01
TCI Chemical
Product number
B4711
Product name
S-Benzoylthiamine O-Monophosphate
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$195
Updated
2024/03/01
Cayman Chemical
Product number
22192
Product name
Benfotiamine
Purity
≥98%
Packaging
500mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
22192
Product name
Benfotiamine
Purity
≥98%
Packaging
1g
Price
$84
Updated
2024/03/01
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Benfotiamine Chemical Properties,Usage,Production

Chemical Properties

crystals

Originator

Biotamin,Sankyo

Uses

S-Benzoylthiamine O-monophosphate has been used to determine its effect on ischemia and reperfusion in skeletal muscles of rat.

Uses

Vitamin B1 analog. Synthetic S-acyl derivative of Thiamine (T344185).

Definition

ChEBI: A thioester that is a synthetic analogue of thiamine obtained by acylative cleavage of the thiazole ring and O-phospohorylation.

Manufacturing Process

28.6 g 84% phosphoric acid was heated to temperature about 270°C. After cooling to 100°C 4 g thiamine hydrochloride (vitamin B1 hydrochloride) was added and left at temperature 100°C before an isolation of HCl was ended. After adding of an ice water and acetone, phosphate ester of vitamin B1 was fallen. The precipitate was dissolved in 17 ml 1 N HCl and stood at ambient temperature 7 days for a hydrolysis. Then a solution was with acetone diluted and the mixture was cooled, whereupon vitamin B1 monophosphate hydrochloride was isolated.
The solution of 4.3 parts vitamin B1 monophosphate hydrochloride in 16 parts of water was diluted with 11 parts 15% NaOH, 2.1 parts benzoyl chloride was dropwise added with stirring and cooling. The obtained mixture was neutralized, evaporated in vacuum, acidified with concentrated HCl to pH 3.5- 4, whereupon a crude S-derivative of vitamin B1 monophosphate ester was precipitated. The product was suspended in water, was bringing with NaOH to pH 7 and was acidified to pH 4. 3.4 g refined S-benzoylthiamine Omonophosphate was prepared; MP: 165°C (with decomposition).

Therapeutic Function

Analgesic

General Description

S-Benzoylthiamine O-monophosphate (Benfotiamine) is an amphiphilic S-acyl thiamine derivative. It is a lipid-soluble vitamin. Benfotiamine?contains a thiazole ring. Benfotiamine has a greater bioavailability than thiamine.

Biochem/physiol Actions

S-Benzoylthiamine O-monophosphate (Benfotiamine) is a therapeutic agent. It helps in the prevention of diabetic complications such as, retinopathy, neuropathy and nephropathy. Benfotiamine inhibits the synthesis of glycation end products (AGEs) in diabetes. Benfotiamine is considered as a nutraceutical product for the prevention of diabetic neuropathy.

Benfotiamine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benfotiamine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Benfotiamine Vitamin B 22457-89-2
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-06
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Benfotiamine 22457-89-2
Price
US $85.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-22
Jinan Jianfeng Chemical Co., Ltd
Product
Benfotiamine 22457-89-2
Price
US $0.10/g
Min. Order
1g
Purity
99%+
Supply Ability
20t
Release date
2021-11-23

22457-89-2, BenfotiamineRelated Search:

Thiophanate-methyl CHLOROPHOSPHONAZO III Fursultiamine Lipoic acid Methyl acrylate Thiamine chloride Methylparaben Bensulfuron methyl Kresoxim-methyl Methyl Phentermine Phenethylamine Benfotiamine Impurity 1 THIAMINE MONOPHOSPHATE CHLORIDE Thiobenzoic acid Methyl bromide Malathion Parathion-methyl Benfotiamine

  • benzoylthiamineo-monophosphate
  • berdi
  • betivina
  • benphothiamine
  • BENFOTAMINE (S-BENZOYLTHIAMINE-O-MONOPHOSPHATE)
  • S-[2]-[(4-Amino-2-methyl-5-pyrimidinyl)methy-[formylamino]-1-[2-phosphonoxy)ethyl]-1-propenyloic ester phenylcarbathionoic acid
  • Thiobenzoic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl]
  • Thiobenzoic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl] ester
  • Thiobenzoic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-5-(phosphonooxy)-2-penten-3-yl] ester
  • Benfotiamine
  • {[(3E)-4-{N-[(4-aMino-2-MethylpyriMidin-5-yl)Methyl]forMaMido}-3-[(E)-benzoylsulfanyl]pent-3-en-1-yl]oxy}phosphonic acid
  • Benzenecarbothioic Acid S-[2-[[(4-AMino-2-Methyl-5-pyriMidinyl)Methyl] forMylaMino]-1-[2-(phosphonooxy)ethyl]-1-propen-1-yl] Ester
  • MilgaMMa
  • S-BenzoylthiaMine O
  • Benfotiamine (S-Benzoylthiamine O-Monophosphate)
  • S-{(1Z)-2-[[(4-Amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino]-1-[2-(phosphonooxy)ethyl]-1-propenyl} benzenecarbothioate
  • S-BENZOYLTHIAMINE O-MONOPHOSPHATE
  • n-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide-s-benzoate dihydrogen phosphate
  • (4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamidedihydrogenphosphate(ester
  • 8088c.b.
  • benzoylthiaminemonophosphate
  • S-Benzoyl-thiamin-monophosphat
  • Benfotiamine, >=98%
  • bietamine
  • biotamin
  • btmp
  • neurostop
  • nitanevril
  • s-benzoylthiaminemonophosphate
  • s-esterwithn-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-benzoicaci
  • tabiomyl
  • thiaminemonophosphatebenzoyl
  • vitanevril
  • Benfotiamine, BR
  • [4-[(4-amino-2-methyl-5-pyrimidinyl)methyl-formylamino]-3-phenacylpent-3-enyl] dihydrogen phosphate
  • S-Benzoylthiamine O-Monophosphate &gt
  • Nootropic Benfotiamine
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  • AtorvastatinQ: What is Atorvastatin Q: What is the CAS Number of Atorvastatin Q: What are the applications of Atorvastatin
  • Benfotiamine Powder
  • Benfothiamine
  • Phenylthiamine
  • Benfotiamine (HIS)
  • Benfotiamine (INH)
  • Benfotiamine (IN HOUSE)
  • S-Benzoylthiamine O-Monophosphate, ≥ 98.0%
  • S-(2-(N-((4-Amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl) benzothioate
  • Benfotiamine Intermediate
  • Benfotiamine Vitamin B
  • Phenylphosphoramine
  • 22457-89-2
  • 22610-22-8
  • C19H23N4O6PS
  • API
  • BIOTAMIN
  • Pharmaceutical intermediate
  • Aromatics
  • Heterocycles