L-670596
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525962

CAS#: 121083-05-4

Description: L-670596 is a potent and selective thromboxane A2/prostaglandin endoperoxide receptor antagonist, also showing ALDH1A1 specific inhibitory activity.


Price and Availability

Size
Price

10mg
USD 320
Size
Price

Size
Price

L-670596, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525962
Name: L-670596
CAS#: 121083-05-4
Chemical Formula: C22H21F2NO4S
Exact Mass: 433.1159
Molecular Weight: 433.4698
Elemental Analysis: C, 60.96; H, 4.88; F, 8.77; N, 3.23; O, 14.76; S, 7.40


Synonym: L-670596

IUPAC/Chemical Name: 2-[6,8-Difluoro-9-[(4-methylsulfonylphenyl)methyl]-1,2,3,4-tetrahydrocarbazol-1-yl]acetic acid

InChi Key: GMJWAIMJHBTYPD-UHFFFAOYSA-N

InChi Code: InChI=1S/C22H21F2NO4S/c1-30(28,29)16-7-5-13(6-8-16)12-25-21-14(9-20(26)27)3-2-4-17(21)18-10-15(23)11-19(24)22(18)25/h5-8,10-11,14H,2-4,9,12H2,1H3,(H,26,27)

SMILES Code: O=C(O)CC1C(N(CC2=CC=C(S(=O)(C)=O)C=C2)C3=C4C=C(F)C=C3F)=C4CCC1


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: Chakraborty R, Bhullar RP, Dakshinamurti S, Hwa J, Chelikani P. Inverse agonism of SQ 29,548 and Ramatroban on Thromboxane A2 receptor. PLoS One. 2014 Jan 23;9(1):e85937. doi: 10.1371/journal.pone.0085937. eCollection 2014. PubMed PMID: 24465800; PubMed Central PMCID: PMC3900440.

2: Quiniou C, Sennlaub F, Beauchamp MH, Checchin D, Lahaie I, Brault S, Gobeil F Jr, Sirinyan M, Kooli A, Hardy P, Pshezhetsky A, Chemtob S. Dominant role for calpain in thromboxane-induced neuromicrovascular endothelial cytotoxicity. J Pharmacol Exp Ther. 2006 Feb;316(2):618-27. Epub 2005 Oct 7. PubMed PMID: 16214879.

3: Jankov RP, Belcastro R, Ovcina E, Lee J, Massaeli H, Lye SJ, Tanswell AK. Thromboxane A(2) receptors mediate pulmonary hypertension in 60% oxygen-exposed newborn rats by a cyclooxygenase-independent mechanism. Am J Respir Crit Care Med. 2002 Jul 15;166(2):208-14. PubMed PMID: 12119234.

4: Hou X, Roberts LJ 2nd, Taber DF, Morrow JD, Kanai K, Gobeil F Jr, Beauchamp MH, Bernier SG, Lepage G, Varma DR, Chemtob S. 2,3-Dinor-5,6-dihydro-15-F(2t)-isoprostane: a bioactive prostanoid metabolite. Am J Physiol Regul Integr Comp Physiol. 2001 Aug;281(2):R391-400. PubMed PMID: 11448840.

5: Lahaie I, Hardy P, Hou X, Hasséssian H, Asselin P, Lachapelle P, Almazan G, Varma DR, Morrow JD, Roberts LJ 2nd, Chemtob S. A novel mechanism for vasoconstrictor action of 8-isoprostaglandin F2 alpha on retinal vessels. Am J Physiol. 1998 May;274(5 Pt 2):R1406-16. PubMed PMID: 9612409.

6: Låstbom L, Falk-Filipsson A, Boyer S, Moldéus P, Ryrfeldt A. Mechanisms of 3-carene-induced bronchoconstriction in the isolated guinea pig lung. Respiration. 1995;62(3):130-5. PubMed PMID: 7569332.

7: Crankshaw DJ, Gaspar V. Pharmacological characterization in vitro of prostanoid receptors in the myometrium of nonpregnant ewes. J Reprod Fertil. 1995 Jan;103(1):55-61. PubMed PMID: 7535849.

8: Bannenberg G, Kimland M, Ryrfeldt A, Lundberg JM, Moldéus P. Sensory neuropeptide-mediated bronchoconstriction of the guinea pig lung by diamide; a comparison to hydrogen peroxide. Eur J Pharmacol. 1994 Apr 4;270(2-3):175-82. PubMed PMID: 8039546.

9: Salvati P, Dho L, Ukmar G, Vaga L, Rimoldi O, Patrono C. A comparative evaluation of thromboxane receptor blockade, thromboxane synthase inhibition and both in animal models of arterial thrombosis. J Pharmacol Exp Ther. 1994 Apr;269(1):238-45. PubMed PMID: 8169831.

10: Bannenberg G, Kimland M, Ryrfeldt A, Moldeus P. Hydrogen peroxide-induced broncho- and vasoconstriction in the isolated perfused and ventilated guinea pig lung. Pharmacol Toxicol. 1993 Apr-May;72(4-5):314-20. PubMed PMID: 8372054.

11: Noguchi K, Noguchi Y, Hirose H, Nishikibe M, Ihara M, Ishikawa K, Yano M. Role of endothelin ETB receptors in bronchoconstrictor and vasoconstrictor responses in guinea-pigs. Eur J Pharmacol. 1993 Mar 16;233(1):47-51. PubMed PMID: 8472748.

12: Vaghi F, Colombo M, Pierucci L, Volpi D, Dho L, Ukmar G, Rosa B, Salvati P. Pharmacological characterization of FCE 27262, a combined thromboxane synthase inhibitor and PGH2/TXA2 receptor antagonist. Drugs Exp Clin Res. 1993;19(6):249-60. PubMed PMID: 8013268.

13: Kiberd BA. The functional and structural changes of the glomerulus throughout the course of murine lupus nephritis. J Am Soc Nephrol. 1992 Oct;3(4):930-9. PubMed PMID: 1450369.

14: MacNaughton WK, Catto-Smith AG, Gall DG. A role for phospholipid-derived inflammatory mediators in intestinal anaphylaxis in the rat. J Pharmacol Exp Ther. 1992 Feb;260(2):773-9. PubMed PMID: 1738123.

15: Janssen LJ, Daniel EE. Pre- and postjunctional effects of a thromboxane mimetic in canine bronchi. Am J Physiol. 1991 Oct;261(4 Pt 1):L271-6. PubMed PMID: 1928361.

16: Bresnahan BA, Roman RJ, Bagchus WM, Lianos EA. Mesangial cell immune injury: effects of thromboxane receptor antagonism. J Am Soc Nephrol. 1991 Feb;1(8):1041-7. PubMed PMID: 1832980.

17: Nuttall GA, Murray MJ, Bowie EJ. Protamine-heparin-induced pulmonary hypertension in pigs: effects of treatment with a thromboxane receptor antagonist on hemodynamics and coagulation. Anesthesiology. 1991 Jan;74(1):138-45. PubMed PMID: 1824742.

18: Siegfried ME, Bush LR. Dual antagonism by L-636,499 of serotonin and thromboxane A2 induced aggregation of canine platelets. Thromb Res. 1990 Dec 1;60(5):343-53. PubMed PMID: 2084956.

19: Jones GL, Lane CG, O'Byrne PM. Effect of thromboxane antagonists on ozone-induced airway responses in dogs. J Appl Physiol (1985). 1990 Sep;69(3):880-4. PubMed PMID: 2246175.

20: Wallace JL, McKnight GW, Keenan CM, Byles NI, MacNaughton WK. Effects of leukotrienes on susceptibility of the rat stomach to damage and investigation of the mechanism of action. Gastroenterology. 1990 May;98(5 Pt 1):1178-86. PubMed PMID: 2157619.