L-670596 | CAS#121083-05-4

MedKoo Cat#: 525962 | Name: L-670596

Description:

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

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

Chemical Structure

L-670596

CAS#121083-05-4

Theoretical Analysis

MedKoo Cat#: 525962

Name: L-670596

CAS#: 121083-05-4

Chemical Formula: C22H21F2NO4S

Exact Mass: 433.1159

Molecular Weight: 433.47

Elemental Analysis: C, 60.96; H, 4.88; F, 8.77; N, 3.23; O, 14.76; S, 7.40

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Synonym

L-670596; L 670596; L670596;

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

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Potent, selective thromboxane A2/prostaglandin endoperoxide antagonist.

In vitro activity:

Responses to 8-epi-prostaglandin F2 alpha were unaffected by the selective DP receptor antagonist BW A868C (3-benzyl-5-(6-carboxyhexyl)-1-(2- cyclohexyl-2-hydroxyethylamino)hydantoin) at 50 nM but were blocked by the selective TP receptor antagonist L670596 ((-)6,8-difluoro-9-p-methylsulfonyl benzyl-1,2,3,4- tetrahydrocarbazol-1-yl-acetic acid) at 50 nM. Reference: Eur J Pharmacol. 1995 Oct 16;285(2):151-8. https://pubmed.ncbi.nlm.nih.gov/8566133/

In vivo activity:

Newborn rat pups received daily intraperitoneal injections of L670596, a competitive TX A(2) receptor antagonist, or 5,5-dimethyl-3-(3-fluorophenyl)4-(4-methylsulfonyl)phenyl-2(5H)-furanone (DFU), a cyclooxygenase-2 inhibitor, during 14 days of 60% O(2) or air exposure. L670596, but not DFU, prevented 60% O(2)-mediated right ventricular and small pulmonary vessel smooth muscle hypertrophy. Lung ET-1 content was significantly reduced by L670596 in 60% O(2)-exposed animals. Reference: Am J Respir Crit Care Med. 2002 Jul 15;166(2):208-14. https://pubmed.ncbi.nlm.nih.gov/12119234/

Preparing Stock Solutions

The following data is based on the product molecular weight 433.47 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.

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

Formulation protocol:

1. Crankshaw D. Effects of the isoprostane, 8-epi-prostaglandin F2 alpha, on the contractility of the human myometrium in vitro. Eur J Pharmacol. 1995 Oct 16;285(2):151-8. doi: 10.1016/0014-2999(95)00398-5. PMID: 8566133. 2. Fernandes B, Crankshaw D. Functional characterization of the prostanoid DP receptor in human myometrium. Eur J Pharmacol. 1995 Sep 5;283(1-3):73-81. doi: 10.1016/0014-2999(95)00288-v. PMID: 7498323. 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. doi: 10.1164/rccm.200112-124OC. PMID: 12119234. 4. 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. PMID: 1824742.

In vitro protocol:

In vivo protocol:

1. 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. doi: 10.1164/rccm.200112-124OC. PMID: 12119234. 2. 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. PMID: 1824742.

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