MedKoo Cat#: 526746 | Name: MK3577

Description:

WARNING: This product is for research use only, not for human or veterinary use.

MK3577 is a glucagon receptor antagonist. The endocrine hormone glucagon stimulates hepatic glucose output via its action at the glucagon receptor (GCGr) in the liver. In the diabetic state, dysregulation of glucagon secretion contributes to abnormally elevated hepatic glucose output. The inhibition of glucagon-induced hepatic glucose output via antagonism of the GCGr using small-molecule ligands is a promising mechanism for improving glycemic control in the diabetic state

Chemical Structure

MK3577
MK3577
CAS#1019112-29-8

Theoretical Analysis

MedKoo Cat#: 526746

Name: MK3577

CAS#: 1019112-29-8

Chemical Formula: C30H30ClFN2O3

Exact Mass: 520.1929

Molecular Weight: 521.03

Elemental Analysis: C, 69.16; H, 5.80; Cl, 6.80; F, 3.65; N, 5.38; O, 9.21

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
MK3577; MK 3577; MK-3577.
IUPAC/Chemical Name
3-(4-((1R,2S)-1-(4-chlorophenyl)-1-(7-fluoro-5-methyl-1H-indol-3-yl)pentan-2-yl)benzamido)propanoic acid
InChi Key
FYRJJCYFYLLOSC-LXFBAYGMSA-N
InChi Code
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
SMILES Code
ClC1=CC=C([C@H](C2=CNC3=C2C=C(C)C=C3F)[C@H](CCC)C4=CC=C(C(NCCC(O)=O)=O)C=C4)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 521.03 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sammons MF, Lee EC. Recent progress in the development of small-molecule glucagon receptor antagonists. Bioorg Med Chem Lett. 2015 Oct 1;25(19):4057-64. doi: 10.1016/j.bmcl.2015.07.092. Review. PubMed PMID: 26271588. 1. Methods of treating diabetes by administering a glucagon receptor antagonist in combination with a cholesterol absorption inhibitor Quick View By Guan, Hong-Ping; Castro-Perez, Jose M.; Davis, Harry R.; Engel, Samuel S.; Johns, Douglas G.; Lin, Songnian; Previs, Steven F.; Roddy, Thomas P.; Wang, Liangsu; Wang, Sheng-Ping; et al From PCT Int. Appl. (2014), WO 2014093189 A1 20140619. | Language: English, Database: CAPLUS ~1 2. The design and synthesis of a potent glucagon receptor antagonist with favorable physicochemical and pharmacokinetic properties as a candidate for the treatment of type 2 diabetes mellitus Quick View Other Sources By Guzman-Perez, Angel; Pfefferkorn, Jeffrey A.; Lee, Esther C. Y.; Stevens, Benjamin D.; Aspnes, Gary E.; Bian, Jianwei; Didiuk, Mary T.; Filipski, Kevin J.; Moore, Dianna; Perreault, Christian; et al From Bioorganic & Medicinal Chemistry Letters (2013), 23(10), 3051-3058. | Language: English, Database: CAPLUS ~13 3. Asymmetric Synthesis of a Glucagon Receptor Antagonist via Friedel-​Crafts Alkylation of Indole with Chiral α-​Phenyl Benzyl Cation Quick View Other Sources By Chung, John Y. L.; Steinhuebel, Dietrich; Krska, Shane W.; Hartner, Fred W.; Cai, Chaoxian; Rosen, Jonathan; Mancheno, Danny E.; Pei, Tao; DiMichele, Lisa; Ball, Richard G.; et al From Organic Process Research & Development (2012), 16(11), 1832-1845. | Language: English, Database: CAPLUS ~12 4. A novel series of glucagon receptor antagonists with reduced molecular weight and lipophilicity Quick View Other Sources By Filipski, Kevin J.; Bian, Jianwei; Ebner, David C.; Lee, Esther C. Y.; Li, Jian-Cheng; Sammons, Matthew F.; Wright, Stephen W.; Stevens, Benjamin D.; Didiuk, Mary T.; Tu, Meihua; et al From Bioorganic & Medicinal Chemistry Letters (2012), 22(1), 415-420. | Language: English, Database: CAPLUS ~12 5. Glucagon receptor antagonist compounds, compositions containing such compounds and methods of use Quick View By Lin, Songnian; Xu, Libo; Metzger, Edward; Parmee, Emma R.; Debenham, Sheryl D. From PCT Int. Appl. (2010), WO 2010098994 A1 20100902. | Language: English, Database: CAPLUS ~3 6. Preparation of indole β-​alanine derivatives as glucagon receptor antagonist Quick View By Stelmach, John E.; Parmee, Emma R.; Tata, James R.; Rosauer, Keith G.; Kim, Ronald M.; Bittner, Amy R.; Chang, Jiang; Sinz, Christopher Joseph From U.S. (2010), US 7687534 B2 20100330. | Language: English, Database: CAPLUS ~12 7. Preparation of 1,​2-​diphenylethane compounds as glucagon receptor antagonist for diabetes treatment Quick View By Lin, Songnian; Stevenson, Christian P.; Parmee, Emma R.; Xu, Libo; Liao, Xibin; Metzger, Edward; Liang, Rui; Zhang, Fengqi; Stelmach, John E. From PCT Int. Appl. (2010), WO 2010030722 A1 20100318. | Language: English, Database: CAPLUS ~5 8. Preparation of indole β-​alanine derivatives as glucagon receptor antagonist Quick View By Stelmach, John E.; Parmee, Emma R.; Tata, James R.; Rosauer, Keith G.; Kim, Ronald M.; Bittner, Amy R.; Chang, Jiang; Sinz, Christopher Joseph From PCT Int. Appl. (2008), WO 2008042223 A1 20080410. | Language: English, Database: CAPLUS