Rafabegron

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

MedKoo CAT#: 522560

CAS#: 244081-42-3

Description: Rafabegron, also known as AJ-9677; TAK 677; AD 9677, is a potent and selective beta3-adrenoceptor agonist. Rafabegron is a potential treatment of non-insulin dependent diabetes and obesity. Rafabegron has a high relaxant potency on the rat, monkey and human detrusor smooth muscle, and it may have the potential to treat overactive bladder.


Price and Availability

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Rafabegron is not in stock, 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#: 522560
Name: Rafabegron
CAS#: 244081-42-3
Chemical Formula: C21H23ClN2O4
Exact Mass: 402.1346
Molecular Weight: 402.875
Elemental Analysis: C, 62.61; H, 5.75; Cl, 8.80; N, 6.95; O, 15.88


Synonym: TAK 677; TAK-677; TAK677; AD-9677; AD9677; AD 9677; AJ-9677; AJ-9677; AJ-9677; Rafabegron.

IUPAC/Chemical Name: 2-((3-((R)-2-(((R)-2-(3-chlorophenyl)-2-hydroxyethyl)amino)propyl)-1H-indol-7-yl)oxy)acetic acid

SMILES Code: O=C(O)COC1=CC=CC2=C1NC=C2C[C@H](NC[C@@H](C3=CC=CC(Cl)=C3)O)C


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, not in water

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: Thiagamoorthy G, Giarenis I, Cardozo L. Early investigational β3 adreno-receptor agonists for the management of the overactive bladder syndrome. Expert Opin Investig Drugs. 2015;24(10):1299-306. doi: 10.1517/13543784.2015.1076390. Epub 2015 Aug 14. PubMed PMID: 26292923.

2: Kullmann FA, Downs TR, Artim DE, Limberg BJ, Shah M, Contract D, de Groat WC, Rosenbaum JS. Urothelial beta-3 adrenergic receptors in the rat bladder. Neurourol Urodyn. 2011 Jan;30(1):144-50. doi: 10.1002/nau.20965. PubMed PMID: 21046653; PubMed Central PMCID: PMC3395322.

3: Fujita M, Ueda T, Iwata M. Stabilization by meglumine of an amine compound degraded by formaldehyde in tablets. Int J Pharm. 2010 Feb 15;386(1-2):195-200. doi: 10.1016/j.ijpharm.2009.11.017. Epub 2009 Dec 2. PubMed PMID: 19931605.

4: Kullmann FA, Limberg BJ, Artim DE, Shah M, Downs TR, Contract D, Wos J, Rosenbaum JS, de Groat WC. Effects of beta3-adrenergic receptor activation on rat urinary bladder hyperactivity induced by ovariectomy. J Pharmacol Exp Ther. 2009 Sep;330(3):704-17. doi: 10.1124/jpet.109.155010. Epub 2009 Jun 10. PubMed PMID: 19515967; PubMed Central PMCID: PMC2729793.

5: Otsuka A, Shinbo H, Hasebe K, Matsumoto R, Ozono S. Effects of a novel beta(3)-adrenoceptor agonist, AJ-9677, on relaxation of the detrusor muscle: an in vitro study. Int J Urol. 2008 Dec;15(12):1072-6. doi: 10.1111/j.1442-2042.2008.02165.x. PubMed PMID: 19120515.

6: Omachi A, Matsushita Y, Kimura K, Saito M. Role of uncoupling protein 1 in the anti-obesity effect of beta3-adrenergic agonist in the dog. Res Vet Sci. 2008 Oct;85(2):214-9. doi: 10.1016/j.rvsc.2007.11.003. Epub 2008 Apr 11. PubMed PMID: 18406437.

7: Omachi A, Ishioka K, Uozumi A, Kamikawa A, Toda C, Kimura K, Saito M. Beta3-adrenoceptor agonist AJ-9677 reduces body fat in obese beagles. Res Vet Sci. 2007 Aug;83(1):5-11. Epub 2006 Nov 30. PubMed PMID: 17140615.

8: Redman LM, de Jonge L, Fang X, Gamlin B, Recker D, Greenway FL, Smith SR, Ravussin E. Lack of an effect of a novel beta3-adrenoceptor agonist, TAK-677, on energy metabolism in obese individuals: a double-blind, placebo-controlled randomized study. J Clin Endocrinol Metab. 2007 Feb;92(2):527-31. Epub 2006 Nov 21. PubMed PMID: 17118998.

9: Sugimoto T, Ogawa W, Kasuga M, Yokoyama Y. Chronic effects of AJ-9677 on energy expenditure and energy source utilization in rats. Eur J Pharmacol. 2005 Sep 5;519(1-2):135-45. PubMed PMID: 16111677.

10: Harada H, Hirokawa Y, Suzuki K, Hiyama Y, Oue M, Kawashima H, Kato H, Yoshida N, Furutani Y, Kato S. Discovery of a novel and potent human and rat beta3-adrenergic receptor agonist, [3-[(2R)-[[(2R)-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]-1H-indol-7-yloxy]ac etic acid. Chem Pharm Bull (Tokyo). 2005 Feb;53(2):184-98. PubMed PMID: 15684518.

11: Francke S. TAK-677 (Dainippon/Takeda). Curr Opin Investig Drugs. 2002 Nov;3(11):1624-8. Review. PubMed PMID: 12476963.

12: Sakura H. [Beta 3 adrenergic receptor agonist]. Nihon Rinsho. 2002 Oct;60 Suppl 10:712-8. Review. Japanese. PubMed PMID: 12430307.

13: Noda M. [Tailor-made medicine for diabetes]. Nihon Rinsho. 2002 Jan;60(1):149-53. Review. Japanese. PubMed PMID: 11808326.

14: Sakura H, Togashi M, Iwamoto Y. [beta 3-adrenergic receptor agonists as anti-obese and anti-diabetic drugs]. Nihon Rinsho. 2002 Jan;60(1):123-9. Review. Japanese. PubMed PMID: 11808322.

15: Kato H, Ohue M, Kato K, Nomura A, Toyosawa K, Furutani Y, Kimura S, Kadowaki T. Mechanism of amelioration of insulin resistance by beta3-adrenoceptor agonist AJ-9677 in the KK-Ay/Ta diabetic obese mouse model. Diabetes. 2001 Jan;50(1):113-22. PubMed PMID: 11147775.