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22457-89-2

22457-89-2 structure
22457-89-2 structure
  • Name: Benfotiamine
  • Chemical Name: benfotiamine
  • CAS Number: 22457-89-2
  • Molecular Formula: C19H23N4O6PS
  • Molecular Weight: 466.448
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2018-05-18 08:00:00
  • Modify Date: 2024-01-02 16:44:40
  • Benfotiamine is a synthetic S-acyl derivative of thiamine (vitamin B1); an antioxidant dietary supplement.IC50 value:Target: Benfotiamine, the lipid-soluble thiamine derivative used as a treatment for diabetic neuropathy, can inhibit three major pathways(the hexosamine pathway, the advanced glycation end product (AGE) formation pathway and the diacylglycerol (DAG)?protein kinase C (PKC) pathway)of hyperglycemic damage and prevent experimental diabetic retinopathy. Benfotiamine is a synthetic S-acyl derivative of thiamine (vitamin B1) for treating sciatica and other painful nerve conditions. More effective at increasing thiamin levels in blood and tissues than water-soluble salts like the previous vitamin B1.

Name benfotiamine
Synonyms berdi
S-benzoylthiamine monophosphate
bietamine
biotamin
S-[(2Z)-2-{[(4-Amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino}-5-(phosphonooxy)-2-penten-3-yl] benzenecarbothioate
betivina
S-Benzoyl-thiamin-monophosphat
EINECS 245-013-4
Benfotiamine
neurostop
S-Benzoylthiamine O-Monophosphate
8088c.b.
Benfotiaminum
S-Benzoyl-thiamin-O-monophosphat
S-benzoylthiamine-O-monophosphate
MFCD00057343
MilgaMMa
btmp
benzenecarbothioic acid, S-[(1Z)-2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propen-1-yl] ester
nitanevril
tabiomyl
Description Benfotiamine is a synthetic S-acyl derivative of thiamine (vitamin B1); an antioxidant dietary supplement.IC50 value:Target: Benfotiamine, the lipid-soluble thiamine derivative used as a treatment for diabetic neuropathy, can inhibit three major pathways(the hexosamine pathway, the advanced glycation end product (AGE) formation pathway and the diacylglycerol (DAG)?protein kinase C (PKC) pathway)of hyperglycemic damage and prevent experimental diabetic retinopathy. Benfotiamine is a synthetic S-acyl derivative of thiamine (vitamin B1) for treating sciatica and other painful nerve conditions. More effective at increasing thiamin levels in blood and tissues than water-soluble salts like the previous vitamin B1.
Related Catalog
References

[1]. Tarallo S, Beltramo E, Berrone E, Porta M. Human pericyte-endothelial cell interactions in co-culture models mimicking the diabetic retinal microvascular environment. Acta Diabetol. 2012 Dec;49 Suppl 1:141-51.

[2]. Engelen L, Stehouwer CD, Schalkwijk CG. Current therapeutic interventions in the glycation pathway:Evidence from clinical studies. Diabetes Obes Metab. 2012 Dec 26.

[3]. Hurt JK, Coleman JL, Fitzpatrick BJ, et al. Prostatic acid phosphatase is required for the antinociceptive effects of thiamine and benfotiamine. PLoS One. 2012;7(10):e48562.

[4]. Hans-Peter Hammes, Xueliang Du, Diane Edelstein, et al. Benfotiamine blocks three major pathways of hyperglycemic damage and prevents experimental diabetic retinopathy. Nature Medicine, 2003, 9, 294 - 299

[5]. Loew D. Pharmacokinetics of thiamine derivatives especially of benfotiamine. International Journal of Clinical Pharmacology and Therapeutics, 1996, 34(2):47-50

[6]. Benfotiamine

Density 1.4±0.1 g/cm3
Boiling Point 745.1±70.0 °C at 760 mmHg
Melting Point 165ºC
Molecular Formula C19H23N4O6PS
Molecular Weight 466.448
Flash Point 404.4±35.7 °C
Exact Mass 466.107605
PSA 191.05000
LogP 1.81
Vapour Pressure 0.0±2.6 mmHg at 25°C
Index of Refraction 1.645
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH6910000
CHEMICAL NAME :
Benzoic acid, thio-, S-ester with N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydro xy- 2-mercapto-1-methyl-1-butenyl)formamide dihydrogen phosphate (ester)
CAS REGISTRY NUMBER :
22457-89-2
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C19-H23-N4-O6-P-S
MOLECULAR WEIGHT :
466.49
WISWESSER LINE NOTATION :
T6N CNJ B1 DZ E1VMY1&UYSVR&2OPQQO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,781,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85IPAE "Modern Pharmaceuticals of Japan, III," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1968 Volume(issue)/page/year: -,78,1968
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Risk Phrases R20/21/22
Safety Phrases 26-36
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS DH6910000