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{{short description|Chemical compound}}
{{Chembox
{{Infobox drug
| ImageFile = Imeglimin.svg
| drug_name =
| ImageSize = 150px
| INN =
| IUPACName = (2''S'')-''N''<sup>6</sup>,''N''<sup>6</sup>,2-Trimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine
| type = <!-- empty -->
| OtherNames =
| image = Imeglimin.svg
|Section1={{Chembox Identifiers
| width = 150px
| CASNo = 775351-65-0
| PubChem =
| alt =
| caption =
| ChemSpiderID = 26232690
<!-- Clinical data -->
| SMILES = C[C@H]1NC(=NC(=N1)N)N(C)C
| pronounce =
| InChI = 1/C6H13N5/c1-4-8-5(7)10-6(9-4)11(2)3/h4H,1-3H3,(H3,7,8,9,10)/t4-/m1/s1
| tradename = Twymeeg
| InChIKey = GFICWFZTBXUVIG-SCSAIBSYBC
| Drugs.com =
| StdInChI = 1S/C6H13N5/c1-4-8-5(7)10-6(9-4)11(2)3/h4H,1-3H3,(H3,7,8,9,10)/t4-/m1/s1
| MedlinePlus =
| StdInChIKey = GFICWFZTBXUVIG-SCSAIBSYSA-N
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
}}
| pregnancy_AU_comment =
|Section2={{Chembox Properties
| pregnancy_category=
| routes_of_administration =
| ATCvet =
| ATC_prefix = A10
| ATC_suffix = BX15
<!-- Legal status -->
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled -->
| legal_AU_comment =
| legal_BR = <!-- OTC, A1, A2, A3, B1, B2, C1, C2, C3, C4, C5, D1, D2, E, F -->
| legal_BR_comment =
| legal_CA = <!-- OTC, Rx-only, Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_CA_comment =
| legal_DE = <!-- Anlage I, II, III or Unscheduled -->
| legal_DE_comment =
| legal_NZ = <!-- Class A, B, C -->
| legal_NZ_comment =
| legal_UK = <!-- GSL, P, POM, CD, CD Lic, CD POM, CD No Reg POM, CD (Benz) POM, CD (Anab) POM or CD Inv POM / Class A, B, C -->
| legal_UK_comment =
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_US_comment =
| legal_EU =
| legal_EU_comment =
| legal_UN = <!-- N I, II, III, IV / P I, II, III, IV -->
| legal_UN_comment =
| legal_status = Rx-only in Japan
<!-- Pharmacokinetic data -->
| bioavailability =
| protein_bound =
| metabolism =
| metabolites =
| onset =
| elimination_half-life =
| duration_of_action=
| excretion =
<!-- Identifiers -->
| CAS_number = 775351-65-0
| PubChem = 24812808
| UNII = UU226QGU97
| ChemSpiderID = 26232690
| DrugBank =
<!-- Chemical and physical data -->
| IUPAC_name = (2''S'')-''N''<sup>6</sup>,''N''<sup>6</sup>,2-Trimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine
| C=6 | H=13 | N=5
| C=6 | H=13 | N=5
| SMILES = C[C@H]1NC(=NC(=N1)N)N(C)C
| Appearance =
| StdInChI = 1S/C6H13N5/c1-4-8-5(7)10-6(9-4)11(2)3/h4H,1-3H3,(H3,7,8,9,10)/t4-/m1/s1
| Density =
| StdInChIKey = GFICWFZTBXUVIG-SCSAIBSYSA-N
| MeltingPt =
| BoilingPt =
| Solubility =
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}}
}}


'''Imeglimin''' (EMD- 387008,PXL- 008,RVT-1501, brand name '''Twymeeg''') is an oral [[anti-diabetic]] medication.<ref>{{cite journal | vauthors = Vuylsteke V, Chastain LM, Maggu GA, Brown C | title = Imeglimin: A Potential New Multi-Target Drug for Type 2 Diabetes | journal = Drugs in R&D | volume = 15 | issue = 3 | pages = 227–32 | date = September 2015 | pmid = 26254210 | pmc = 4561051 | doi = 10.1007/s40268-015-0099-3 }}</ref><ref>{{cite journal | vauthors = Dubourg J, Fouqueray P, Thang C, Grouin JM, Ueki K | title = Efficacy and Safety of Imeglimin Monotherapy Versus Placebo in Japanese Patients With Type 2 Diabetes (TIMES 1): A Double-Blind, Randomized, Placebo-Controlled, Parallel-Group, Multicenter Phase 3 Trial | journal = Diabetes Care | volume = 44 | issue = 4 | pages = 952–959 | date = April 2021 | pmid = 33574125 | doi = 10.2337/dc20-0763 | doi-access = free }}</ref> It was approved for use in Japan in June 2021.<ref>{{cite press release | title = Poxel and Sumitomo Dainippon Pharma Announce the Approval of TWYMEEG® (Imeglimin hydrochloride) for the Treatment of Type 2 Diabetes in Japan | url = https://www.businesswire.com/news/home/20210622006160/en/Poxel-and-Sumitomo-Dainippon-Pharma-Announce-the-Approval-of-TWYMEEG%C2%AE-Imeglimin-hydrochloride-for-the-Treatment-of-Type-2-Diabetes-in-Japan | author = Poxel SA | date = June 23, 2021 }}</ref>
'''Imeglimin''' is an experimental drug being developed as an oral [[anti-diabetic]].<ref>{{cite journal | pmc = 4561051}}</ref> It is an [[oxidative phosphorylation]] blocker that acts to inhibit hepatic [[gluconeogenesis]], increase muscle [[glucose]] uptake, and restore normal insulin secretion. It will be the first of a new class of anti-diabetic if it is approved.


It is an [[oxidative phosphorylation]] blocker that acts to inhibit hepatic [[gluconeogenesis]], increase muscle [[glucose]] uptake, and restore normal insulin secretion. It is the [[First-in-class medication|first approved drug of this class]] of anti-diabetic medication.
==References==

== References ==
{{reflist}}
{{reflist}}


{{Oral_hypoglycemics}}
[[Category:Anti-diabetic drugs]]


[[Category:Anti-diabetic drugs]]


{{gastrointestinal-drug-stub}}
{{gastrointestinal-drug-stub}}

Latest revision as of 16:44, 26 September 2023

Imeglimin
Clinical data
Trade namesTwymeeg
ATC code
Legal status
Legal status
  • Rx-only in Japan
Identifiers
  • (2S)-N6,N6,2-Trimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC6H13N5
Molar mass155.205 g·mol−1
3D model (JSmol)
  • C[C@H]1NC(=NC(=N1)N)N(C)C
  • InChI=1S/C6H13N5/c1-4-8-5(7)10-6(9-4)11(2)3/h4H,1-3H3,(H3,7,8,9,10)/t4-/m1/s1
  • Key:GFICWFZTBXUVIG-SCSAIBSYSA-N

Imeglimin (EMD- 387008,PXL- 008,RVT-1501, brand name Twymeeg) is an oral anti-diabetic medication.[1][2] It was approved for use in Japan in June 2021.[3]

It is an oxidative phosphorylation blocker that acts to inhibit hepatic gluconeogenesis, increase muscle glucose uptake, and restore normal insulin secretion. It is the first approved drug of this class of anti-diabetic medication.

References

[edit]
  1. ^ Vuylsteke V, Chastain LM, Maggu GA, Brown C (September 2015). "Imeglimin: A Potential New Multi-Target Drug for Type 2 Diabetes". Drugs in R&D. 15 (3): 227–32. doi:10.1007/s40268-015-0099-3. PMC 4561051. PMID 26254210.
  2. ^ Dubourg J, Fouqueray P, Thang C, Grouin JM, Ueki K (April 2021). "Efficacy and Safety of Imeglimin Monotherapy Versus Placebo in Japanese Patients With Type 2 Diabetes (TIMES 1): A Double-Blind, Randomized, Placebo-Controlled, Parallel-Group, Multicenter Phase 3 Trial". Diabetes Care. 44 (4): 952–959. doi:10.2337/dc20-0763. PMID 33574125.
  3. ^ Poxel SA (June 23, 2021). "Poxel and Sumitomo Dainippon Pharma Announce the Approval of TWYMEEG® (Imeglimin hydrochloride) for the Treatment of Type 2 Diabetes in Japan" (Press release).