Imeglimin
- Product Name
- Imeglimin
- CAS No.
- 775351-65-0
- Chemical Name
- Imeglimin
- Synonyms
- Igramin;IMegliMin;EMD 387008;R-IMegliMin;Emd 387008 hcl;Imeglimin Base;Imeglimin Hcl In-House;EMD 387008/R-Imeglimin;EMD 387008 (R-IMEGLIMIN) HCL;(R)-N2,N2,6-Trimethyl-3,6-dihydro-1,3,5-triazine-2,4-diamine
- CBNumber
- CB71278988
- Molecular Formula
- C6H13N5
- Formula Weight
- 155.2
- MOL File
- 775351-65-0.mol
Imeglimin Property
- Boiling point:
- 239.9±23.0 °C(Predicted)
- Density
- 1.29±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 11.65±0.40(Predicted)
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.
N-Bromosuccinimide Price
- Product number
- B1212
- Product name
- Imeglimin
- Packaging
- 5mg
- Price
- $366
- Updated
- 2021/12/16
- Product number
- API0013897
- Product name
- EMD-387008
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $504.9
- Updated
- 2021/12/16
- Product number
- 3733AH
- Product name
- Imeglimin
- Packaging
- 25mg
- Price
- $508
- Updated
- 2021/12/16
- Product number
- B1212
- Product name
- Imeglimin
- Packaging
- 10mg
- Price
- $557
- Updated
- 2021/12/16
- Product number
- 3733AH
- Product name
- Imeglimin
- Packaging
- 1mg
- Price
- $192
- Updated
- 2021/12/16
Imeglimin Chemical Properties,Usage,Production
Description
Imeglimin is an oral anti-diabetic drug discovered by Poxel and co-developed with Sumitomo Dainippon Pharma. In 2021, Imeglimin was approved in Japan for the treatment of type 2 diabetes (T2D).
Uses
Imeglimin (EMD 387008) is an oral glucose-lowering agent. Imeglimin improves insulin sensitivity. Imeglimin also reduces reactive oxygen species (ROS) production, increases mitochondrial DNA and improves mitochondrial function[1].
brand name
Twymeeg
Mechanism of action
Imeglimin belongs to a class of tetrahydrotriazines called “glimins” and works through a different mechanism than existing antidiabetic drugs. It is thought to protect mitochondria from oxidative stress, thereby significantly reducing blood glucose levels, restoring glucose tolerance, and improving insulin sensitivity in a high-fat, high-sucrose diet mouse model. In addition, Imeglimin increases glucose uptake in skeletal muscle and inhibits hepatic gluconeogenesis like metformin.
Synthesis
Synthesis of Imeglimin: Metformin hydrochloride (23.1) is treated with acetaldehyde diethyl acetal (23.2) under reflux conditions of isobutanol and catalytic acid to obtain a racemic crude product 23.3. After concentration, the crude product 23.3 is treated with triethylamine and L-(+)-tartaric acid. After crystallization, the diastereomeric pure tartrate 23.4 is obtained in two steps with a yield of 40-45%. Treatment of 23.4 with ethanolic hydrochloric acid can achieve double decomposition of the salt. After crystallization from cold EtOH, the product 23 is obtained with an enantiomeric purity of 50-55%.
in vivo
Imeglimin (200 mg/kg b.i.d. by oral gavage during the last 6 weeks of HFHSD feeding) significantly decreases hyperglycemia, restores normal glucose tolerance, and improves insulin sensitivity[1].
| Animal Model: | Male C57BL/6JOlaHsd mice (4 weeks old)[1] |
| Dosage: | 200 mg/kg |
| Administration: | Oral gavage; b.i.d.; 6 weeks |
| Result: | A slight decrease in body weight and food intake associated with some diarrhea was observed but only during the first few days of treatment. |
References
[1] Vial G, et al. Imeglimin normalizes glucose tolerance and insulin sensitivity and improves mitochondrialfunction in liver of a high-fat, high-sucrose diet mice model. Diabetes. 2015 Jun;64(6):2254-64. DOI:10.2337/db14-1220
[2] Detaille D, et al. Imeglimin prevents human endothelial cell death by inhibiting mitochondrial permeability transition without inhibiting mitochondrial respiration. Cell Death Discov. 2016 Jan 18;2:15072. DOI:10.1038/cddiscovery.2015.72
Imeglimin Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Imeglimin manufacturers
- Product
- (4R)-6-N,6-N,4-trimethyl-1,4-dihydro-1,3,5-triazine-2,6-diamine 775351-65-0
- Price
- US $0.00-0.00/g
- Min. Order
- 10000g
- Purity
- 99.0%min. HPLC
- Supply Ability
- 1000kg
- Release date
- 2024-09-12
- Product
- (4R)-6-N,6-N,4-trimethyl-1,4-dihydro-1,3,5-triazine-2,6-diamine 775351-65-0
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 100000
- Release date
- 2023-09-08