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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H30ClFN2O3
Molecular Weight 521.022
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MK-3577

SMILES

CCC[C@@H]([C@@H](C1=CNC2=C(F)C=C(C)C=C12)C3=CC=C(Cl)C=C3)C4=CC=C(C=C4)C(=O)NCCC(O)=O

InChI

InChIKey=FYRJJCYFYLLOSC-LXFBAYGMSA-N
InChI=1S/C30H30ClFN2O3/c1-3-4-23(19-5-7-21(8-6-19)30(37)33-14-13-27(35)36)28(20-9-11-22(31)12-10-20)25-17-34-29-24(25)15-18(2)16-26(29)32/h5-12,15-17,23,28,34H,3-4,13-14H2,1-2H3,(H,33,37)(H,35,36)/t23-,28+/m1/s1

HIDE SMILES / InChI

Molecular Formula C30H30ClFN2O3
Molecular Weight 521.022
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

MK 3577 is an orally active glucagon receptor antagonist which was under development by Merck & Co for the treatment of type 2 diabetes mellitus. MK 3577 demonstrate activity in cellular models and preclinical trials. In phase II clinical trials MK 3577 shows good efficacy and acceptable level of adverse events, but no further development reports were published.

Approval Year

PubMed

PubMed

TitleDatePubMed
A semi-mechanistic model for the effects of a novel glucagon receptor antagonist on glucagon and the interaction between glucose, glucagon, and insulin applied to adaptive phase II design.
2014 Nov
Patents

Patents

Sample Use Guides

MK-3577 oral tablets totaling 6 mg in the evening (PM), 10 mg in the morning (AM), or 25 mg twice daily (BID) depending upon randomization, administered during a 4 week treatment period.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:42:29 GMT 2023
Edited
by admin
on Sat Dec 16 11:42:29 GMT 2023
Record UNII
03TW1410NL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MK-3577
Common Name English
.BETA.-ALANINE, N-(4-((1S)-1-((R)-(4-CHLOROPHENYL)(7-FLUORO-5-METHYL-1H-INDOL-3-YL)METHYL)BUTYL)BENZOYL)-
Systematic Name English
N-(4-((1S)-1-((R)-(4-CHLOROPHENYL)(7-FLUORO-5-METHYL-1H-INDOL-3-YL)METHYL)BUTYL)BENZOYL)-.BETA.-ALANINE
Systematic Name English
N-(4-((1S)-1-((R)-(4-CHLOROPHENYL)(7-FLUORO-5-METHYL-1H-INDOL-3-YL)METHYL)BUTYL)BENZOYL)-.BETA.-ALANINE, (-)-
Systematic Name English
Code System Code Type Description
PUBCHEM
46240797
Created by admin on Sat Dec 16 11:42:29 GMT 2023 , Edited by admin on Sat Dec 16 11:42:29 GMT 2023
PRIMARY
DRUG BANK
DB14957
Created by admin on Sat Dec 16 11:42:29 GMT 2023 , Edited by admin on Sat Dec 16 11:42:29 GMT 2023
PRIMARY
FDA UNII
03TW1410NL
Created by admin on Sat Dec 16 11:42:29 GMT 2023 , Edited by admin on Sat Dec 16 11:42:29 GMT 2023
PRIMARY
CAS
1019112-29-8
Created by admin on Sat Dec 16 11:42:29 GMT 2023 , Edited by admin on Sat Dec 16 11:42:29 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
More complete GCGr blockade led to better glycemic control, but also LDL-C increases, whereas partial GCGr blockade led to smaller effects on glycemic control and LDL-C.
Related Record Type Details
ACTIVE MOIETY
Purpose: This study will assess the safety and efficacy of MK3577 when given in the morning, the evening, or twice a day as compared to placebo and to metformin.
ACTIVE MOIETY
Originator: Merck & Co; Class: Anti-hyper-glycaemic; Mechanism of Action: Glucagon receptor antagonist; Orphan Drug Status: No; On Fast track: No; New Molecular Entity: Yes; Highest Development Phase: Discontinued for Type 2 diabetes mellitus; Most Recent Event: 08 Mar 2010 MK 3577 is still in phase II development