Glimepiride

Modify Date: 2024-01-02 16:47:39

Glimepiride Structure
Glimepiride structure
Common Name Glimepiride
CAS Number 93479-97-1 Molecular Weight 490.616
Density 1.3±0.1 g/cm3 Boiling Point 677.0±65.0 °C at 760 mmHg
Molecular Formula C24H34N4O5S Melting Point 212.2-214.5 °C
MSDS Chinese USA Flash Point 363.2±34.3 °C

 Use of Glimepiride


Glimepiride(Amaryl) is a medium-to-long acting sulfonylurea anti-diabetic compound with an ED50 of 182 μg/kg.Target: DPP4Glimepiride (Hoe 490) is a new sulfonylurea. After oral administration of Hoe 490 to rabbits, blood glucose was lowered 3.5 times more than after glibenclamide (HB 419) and after intravenous administration, 2.5 times more [1]. glimepiride decreased extracellular Aβ40 and Aβ42 levels. glimepiride may serve as a promising drug for the treatment of AD associated with diabetes [2]. glimepiride was generally associated with lower risk of hypoglycemia and less weight gain compared to other sulfonylureas. Glimepiride use may be safer in patients with cardiovascular disease because of its lack of detrimental effects on ischemic preconditioning [3].Clinical indications: Non-insulin dependent diabetesToxicity: Severe hypoglycemic reactions with coma; seizure or other neurological impairment.

 Names

Name glimepiride
Synonym More Synonyms

 Glimepiride Biological Activity

Description Glimepiride(Amaryl) is a medium-to-long acting sulfonylurea anti-diabetic compound with an ED50 of 182 μg/kg.Target: DPP4Glimepiride (Hoe 490) is a new sulfonylurea. After oral administration of Hoe 490 to rabbits, blood glucose was lowered 3.5 times more than after glibenclamide (HB 419) and after intravenous administration, 2.5 times more [1]. glimepiride decreased extracellular Aβ40 and Aβ42 levels. glimepiride may serve as a promising drug for the treatment of AD associated with diabetes [2]. glimepiride was generally associated with lower risk of hypoglycemia and less weight gain compared to other sulfonylureas. Glimepiride use may be safer in patients with cardiovascular disease because of its lack of detrimental effects on ischemic preconditioning [3].Clinical indications: Non-insulin dependent diabetesToxicity: Severe hypoglycemic reactions with coma; seizure or other neurological impairment.
Related Catalog
References

[1]. Geisen, K., Special pharmacology of the new sulfonylurea glimepiride. Arzneimittelforschung, 1988. 38(8): p. 1120-30.

[2]. Liu, F., et al., Glimepiride attenuates Abeta production via suppressing BACE1 activity in cortical neurons. Neurosci Lett, 2013. 557 Pt B: p. 90-4.

[3]. Basit, A., M. Riaz, and A. Fawwad, Glimepiride: evidence-based facts, trends, and observations (GIFTS). [corrected]. Vasc Health Risk Manag, 2012. 8: p. 463-72.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 677.0±65.0 °C at 760 mmHg
Melting Point 212.2-214.5 °C
Molecular Formula C24H34N4O5S
Molecular Weight 490.616
Flash Point 363.2±34.3 °C
Exact Mass 490.224976
PSA 133.06000
LogP 4.17
Vapour Pressure 0.0±2.2 mmHg at 25°C
Index of Refraction 1.628
Storage condition Room temp
Water Solubility DMSO: >10 mg/mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UX9363950
CHEMICAL NAME :
1H-Pyrrole-1-carboxamide, 2,5-dihydro-3-ethyl-4-methyl-N-(2-(4-(((((4-methylcyc lohexyl)amino) carbonyl)amino)sulfonyl)phenyl)ethyl)-2-oxo-, trans-
CAS REGISTRY NUMBER :
93479-97-1
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C24-H34-N4-O5-S
MOLECULAR WEIGHT :
490.68

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Liver - other changes
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 43,547,1993
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>3950 mg/kg
TOXIC EFFECTS :
Liver - other changes
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 43,547,1993
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DIFREZ Diabetes Frontier. (Medikaru Rebyusha, Yoshida Bldg., 1-7-3 Hirano-machi, Chuo-ku, Osaka, 541, Japan) V.1- 1990- Volume(issue)/page/year: 3,565,1992
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DIFREZ Diabetes Frontier. (Medikaru Rebyusha, Yoshida Bldg., 1-7-3 Hirano-machi, Chuo-ku, Osaka, 541, Japan) V.1- 1990- Volume(issue)/page/year: 3,565,1992 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
254 ug/kg
SEX/DURATION :
female 7-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - abortion Reproductive - Fertility - other measures of fertility
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 27,1477,1993

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn,Xi
Risk Phrases R21
Safety Phrases S25-S26-S36/37-S53
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UX9363950
HS Code 2935009090

 Synthetic Route

~86%

Glimepiride Structure

Glimepiride

CAS#:93479-97-1

Literature: WO2006/103690 A1, ; Page/Page column 7,16 ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

 Articles71

More Articles
Drug-drug interaction of losartan and glimepiride metabolism by recombinant microsome CYP2C9*1, 2C9*3, 2C9*13, and 2C9*16 in vitro.

Int. J. Clin. Pharmacol. Ther. 52(9) , 732-8, (2014)

Co-administration of anti-hypertension and anti-diabetic drugs is common in clinical settings.In this study, we characterized the drug-drug interactions of losartan (LOS) and glimepiride (GLP) using r...

Role of wetland organic matters as photosensitizer for degradation of micropollutants and metabolites.

J. Hazard. Mater. 276 , 1-9, (2014)

Overall photodegradation of pharmaceuticals, personal care products (PPCPs) and pharmaceutical metabolites were investigated in order to evaluate their photochemical fate in aquatic environments in va...

Analysis of multi-site drug-protein interactions by high-performance affinity chromatography: Binding by glimepiride to normal or glycated human serum albumin.

J. Chromatogr. A. 1408 , 133-44, (2015)

High-performance affinity chromatography (HPAC) was used in a variety of formats to examine multi-site interactions between glimepiride, a third-generation sulfonylurea drug, and normal or in vitro gl...

 Synonyms

Glimpiride
Glimepiride
Grimepride
amary
AMARYL
GliMepiride COS
CLIMEPIRIDE
MFCD00878417
glimepirid
GliMperide
hoe490
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