K-111

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

MedKoo CAT#: 530420

CAS#: 221564-97-2

Description: K-111, also known as BM-170744, is a PPAR alpha agonist potentially for the treatment of type 2 diabetes mellitus and hyperlipidemia. K-111 has shown efficacy in improving insulin resistance, reducing bodyweight, and ameliorating atherogenic dyslipidemia. Preliminary evidence suggests that toxicity and adverse events are low.


Price and Availability

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K-111 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530420
Name: K-111
CAS#: 221564-97-2
Chemical Formula: C18H25Cl3O2
Exact Mass: 378.092
Molecular Weight: 379.746
Elemental Analysis: C, 56.93; H, 6.64; Cl, 28.01; O, 8.43


Synonym: K-111; BM-170744; K111; BM170744; K 111; BM 170744.

IUPAC/Chemical Name: 2,2-dichloro-12-(4-chlorophenyl)dodecanoic acid

InChi Key: GPCJDSXBRMKASP-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H25Cl3O2/c19-16-12-10-15(11-13-16)9-7-5-3-1-2-4-6-8-14-18(20,21)17(22)23/h10-13H,1-9,14H2,(H,22,23)

SMILES Code: O=C(O)C(Cl)(Cl)CCCCCCCCCCC1=CC=C(Cl)C=C1


Technical Data

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).

Harmonized System Code:
293490


References

1: Martins DE, Medeiros VP, Demerov GF, Accardo CM, Paredes-Gamero EJ, Wajchenberg M, Reginato RD, Nader HB, Puertas EB, Faloppa F. Ionic and biochemical characterization of bovine intervertebral disk. Connect Tissue Res. 2016 May;57(3):212-9. doi: 10.3109/03008207.2016.1140751. PubMed PMID: 26942772.

2: Parsons SP, Huizinga JD. Transient outward potassium current in ICC. Am J Physiol Gastrointest Liver Physiol. 2010 Mar;298(3):G456-66. doi: 10.1152/ajpgi.00340.2009. PubMed PMID: 20056898.

3: Drew BG, Calkin AC. Drug evaluation: K-111, an insulin-sensitizing peroxisome proliferator-activated receptor alpha agonist. Curr Opin Investig Drugs. 2007 Apr;8(4):324-30. Review. PubMed PMID: 17458183.

4: Murakami K, Bujo H, Unoki H, Saito Y. Effect of PPARalpha activation of macrophages on the secretion of inflammatory cytokines in cultured adipocytes. Eur J Pharmacol. 2007 Apr 30;561(1-3):206-13. PubMed PMID: 17320860.

5: Huang YC, Lin YM, Chang TW, Wu SJ, Lee YS, Chang MD, Chen C, Wu SH, Liao YD. The flexible and clustered lysine residues of human ribonuclease 7 are critical for membrane permeability and antimicrobial activity. J Biol Chem. 2007 Feb 16;282(7):4626-33. PubMed PMID: 17150966.

6: Gabricević M, Besić E, Birus M, Zahl A, Eldik Rv. Oxidation of hydroxyurea with oxovanadium(V) ions in acidic aqueous solution. J Inorg Biochem. 2006 Oct;100(10):1606-13. PubMed PMID: 16842853.

7: Bratkovsky SV, Aasum E, Riemersma RA, Myhre ES, Larsen TS. Reduced coronary reserve in response to short-term ischaemia and vasoactive drugs in ex vivo hearts from diabetic mice. Acta Physiol (Oxf). 2006 Mar;186(3):171-7. PubMed PMID: 16497196.

8: Duggan-Keen M. K-111: the emerging evidence for its potential in the treatment of the metabolic syndrome. Core Evid. 2006;1(3):169-80. PubMed PMID: 22500152; PubMed Central PMCID: PMC3321666.

9: Aasum E, Cooper M, Severson DL, Larsen TS. Effect of BM 17.0744, a PPARalpha ligand, on the metabolism of perfused hearts from control and diabetic mice. Can J Physiol Pharmacol. 2005 Feb;83(2):183-90. PubMed PMID: 15791292.

10: Ortmeyer HK, Adall Y, Marciani KR, Katsiaras A, Ryan AS, Bodkin NL, Hansen BC. Skeletal muscle glycogen synthase subcellular localization: effects of insulin and PPAR-alpha agonist (K-111) administration in rhesus monkeys. Am J Physiol Regul Integr Comp Physiol. 2005 Jun;288(6):R1509-17. PubMed PMID: 15761185.

11: Schäfer SA, Hansen BC, Völkl A, Fahimi HD, Pill J. Biochemical and morphological effects of K-111, a peroxisome proliferator-activated receptor (PPAR)alpha activator, in non-human primates. Biochem Pharmacol. 2004 Jul 15;68(2):239-51. PubMed PMID: 15193996.

12: Perera WN, Senanayake G. The ammine, thiosulfato, and mixed ammine/thiosulfato complexes of silver(I) and gold(I). Inorg Chem. 2004 May 17;43(10):3048-56. PubMed PMID: 15132610.

13: Bodkin NL, Pill J, Meyer K, Hansen BC. The effects of K-111, a new insulin-sensitizer, on metabolic syndrome in obese prediabetic rhesus monkeys. Horm Metab Res. 2003 Oct;35(10):617-24. PubMed PMID: 14605998.

14: Rhee YK, Han MJ, Choi EC, Kim DH. Hypocholesterolemic activity of Bifidobacteria isolated from a healthy Korean. Arch Pharm Res. 2002 Oct;25(5):681-4. PubMed PMID: 12433205.

15: Aasum E, Belke DD, Severson DL, Riemersma RA, Cooper M, Andreassen M, Larsen TS. Cardiac function and metabolism in Type 2 diabetic mice after treatment with BM 17.0744, a novel PPAR-alpha activator. Am J Physiol Heart Circ Physiol. 2002 Sep;283(3):H949-57. PubMed PMID: 12181123.

16: Tochika-Komatsu Y, Asaka I, Ii I. A random amplified polymorphic DNA (RAPD) primer to assist the identification of a selected strain, aizu K-111 of Panax ginseng and the sequence amplified. Biol Pharm Bull. 2001 Oct;24(10):1210-3. PubMed PMID: 11642336.

17: Carroll R, Severson DL. Peroxisome proliferator-activated receptor-alpha ligands inhibit cardiac lipoprotein lipase activity. Am J Physiol Heart Circ Physiol. 2001 Aug;281(2):H888-94. PubMed PMID: 11454595.

18: Rhee YK, Bae EA, Kim SY, Han MJ, Choi EC, Kim DH. Antitumor activity of Bifidobacterium spp. isolated from a healthy Korean. Arch Pharm Res. 2000 Oct;23(5):482-7. PubMed PMID: 11059828.

19: Van Auken K, Weaver DC, Edgar LG, Wood WB. Caenorhabditis elegans embryonic axial patterning requires two recently discovered posterior-group Hox genes. Proc Natl Acad Sci U S A. 2000 Apr 25;97(9):4499-503. PubMed PMID: 10781051; PubMed Central PMCID: PMC18263.

20: Meyer K, Völkl A, Endele R, Kühnle HF, Pill J. Species differences in induction of hepatic enzymes by BM 17.0744, an activator of peroxisome proliferator-activated receptor alpha (PPARalpha). Arch Toxicol. 1999 Nov;73(8-9):440-50. PubMed PMID: 10650915.