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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
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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)
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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

ApexBio Technology
Product number
B1212
Product name
Imeglimin
Packaging
5mg
Price
$366
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0013897
Product name
EMD-387008
Purity
95.00%
Packaging
5MG
Price
$504.9
Updated
2021/12/16
AK Scientific
Product number
3733AH
Product name
Imeglimin
Packaging
25mg
Price
$508
Updated
2021/12/16
ApexBio Technology
Product number
B1212
Product name
Imeglimin
Packaging
10mg
Price
$557
Updated
2021/12/16
AK Scientific
Product number
3733AH
Product name
Imeglimin
Packaging
1mg
Price
$192
Updated
2021/12/16
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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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Imeglimin Suppliers

Artis Chemistry (Shanghai) Co. Ltd.
Tel
86-21-60936353
Fax
86-21-60936352
Country
China
ProdList
335
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
+86-21-60341587
Fax
+86-21-61294319
Email
sales@topbiochem.com
Country
China
ProdList
6175
Advantage
58
Shanghai Jiyi Biological Technology Co., LTD
Tel
021-54135696 18516235431
Fax
50815371
Email
shgegenetech@163.com
Country
China
ProdList
469
Advantage
55
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Anqing CHICO Pharmaceutical Co., Ltd.
Tel
13585175604
Email
sales@chicopharm.com
Country
China
ProdList
493
Advantage
65
SPIRO PHARMA
Tel
Fax
-
Email
eric_feng1954@126.com
Country
China
ProdList
9248
Advantage
55
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
7999
Advantage
62
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Wellman Pharmaceutical Group Limited
Tel
18971451745 18971451745
Fax
027-83991220
Email
15807197853@163.com
Country
China
ProdList
3633
Advantage
58
AnHui HaiKang Pharmaceutical Co., Ltd.
Tel
86-0556-5800026 17709662922
Email
wangyu@hkpharm.cn
Country
China
ProdList
264
Advantage
55
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View Lastest Price from Imeglimin manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
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
Hebei Yanxi Chemical Co., Ltd.
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

775351-65-0, ImegliminRelated Search:


  • 1,3,5-Triazine-2,4-diamine,1,6-dihydro-N,N,6-trimethyl-,(+)-(9CI)
  • IMegliMin
  • EMD 387008
  • R-IMegliMin
  • EMD 387008/R-Imeglimin
  • EMD 387008 (R-IMEGLIMIN) HCL
  • 1,3,5-Triazine-2,4-diamine, 3,6-dihydro-N2,N2,6-trimethyl-, (6R)-
  • Emd 387008 hcl
  • (2S)-N6,N6,2-trimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine
  • (R)-N2,N2,6-Trimethyl-3,6-dihydro-1,3,5-triazine-2,4-diamine
  • Imeglimin Hcl In-House
  • Igramin
  • Imeglimin Base
  • 775351-65-0
  • AMINETERTIARY
  • METHYL