ICI 192605 | CAS#117621-64-4 | Thromboxane A2 receptor Antagonist

MedKoo Cat#: 531966 | Name: ICI 192605

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Description:

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

ICI 192605 is a potent thromboxane A2 receptor (TP receptor) antagonist.

Chemical Structure

ICI 192605

CAS#117621-64-4

Theoretical Analysis

MedKoo Cat#: 531966

Name: ICI 192605

CAS#: 117621-64-4

Chemical Formula: C22H23ClO5

Exact Mass: 402.1234

Molecular Weight: 402.87

Elemental Analysis: C, 65.59; H, 5.75; Cl, 8.80; O, 19.86

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 300.00	2 Weeks
10mg	USD 550.00	2 Weeks

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Related CAS #

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Synonym

ICI 192605 ; ICI192605; ICI-192605 .

IUPAC/Chemical Name

(E)-6-[(2S,4S,5R)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hex-4-enoic acid

InChi Key

WHUIENZXNGAHQI-BNGKFCBFSA-N

InChi Code

InChI=1S/C22H23ClO5/c23-18-11-6-4-9-16(18)22-27-14-15(8-2-1-3-13-20(25)26)21(28-22)17-10-5-7-12-19(17)24/h1-2,4-7,9-12,15,21-22,24H,3,8,13-14H2,(H,25,26)/b2-1+/t15-,21+,22+/m1/s1

SMILES Code

O=C(O)CC/C=C/C[C@H]1[C@@H](C2=CC=CC=C2O)O[C@@H](C3=CC=CC=C3Cl)OC1

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:

ICI 192605 is a potent TXA2R (thromboxane A2 receptor) antagonist as cell signaling prostaglandin. ICI 192605 blocks contraction of isolated guinea pig trachea induced by U-46619.

In vitro activity:

ICI 192605 is a highly selective TP receptor blocker with pA2 of approximately 8. In the present study, 8-iso PGE2-evoked contractions were markedly and significantly reduced by 10−8 m ICI 192605, and abolished when the concentration of this blocker was increased 10-fold (Figures 3 and 4), indicating that they are likely directed through TP receptors. Reference: Br J Pharmacol. 2003 Oct;140(4):759-63. https://pubmed.ncbi.nlm.nih.gov/14504139/

In vivo activity:

Compound 3 (ICI 192605) was competitive and selective with pA2 values of 8.0 +/- 0.1 (rabbit) and 8.4 +/- 0.05 (rat) on smooth muscle preparations and 8.16 +/- 0.01 on human platelets. In vivo activity of 3 was demonstrated in a Konzett Rossler guinea pig model at 0.01 mg/kg p.o. Reference: Prostaglandins. 1988 Aug;36(2):173-8. https://pubmed.ncbi.nlm.nih.gov/2973084/

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	74.47
	DMSO	30.0	74.47
	DMSO:PBS (pH 7.2) (1:3)	0.3	0.62
	Ethanol	25.0	62.05

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 402.87 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. Tazzeo T, Miller J, Janssen LJ. Vasoconstrictor responses, and underlying mechanisms, to isoprostanes in human and porcine bronchial arterial smooth muscle. Br J Pharmacol. 2003 Oct;140(4):759-63. doi: 10.1038/sj.bjp.0705482. Epub 2003 Sep 22. PMID: 14504139; PMCID: PMC1574071. 2. Daray FM, Minvielle AI, Puppo S, Rothlin RP. Pharmacological characterization of prostanoid receptors mediating vasoconstriction in human umbilical vein. Br J Pharmacol. 2003 Aug;139(8):1409-16. doi: 10.1038/sj.bjp.0705375. PMID: 12922927; PMCID: PMC1573974. 3. Gao YJ, Lee RM. Hydrogen peroxide induces a greater contraction in mesenteric arteries of spontaneously hypertensive rats through thromboxane A(2) production. Br J Pharmacol. 2001 Dec;134(8):1639-46. doi: 10.1038/sj.bjp.0704420. PMID: 11739239; PMCID: PMC1572900. 4. Brewster AG, Brown GR, Foubister AJ, Jessup R, Smithers MJ. The synthesis of a novel thromboxane receptor antagonist 4(Z)-6-(2-o-chlorophenyl-4-o-hydroxyphenyl-1,3-dioxan-cis-5-yl) hexenoic acid ICI 192605. Prostaglandins. 1988 Aug;36(2):173-8. doi: 10.1016/0090-6980(88)90304-8. PMID: 2973084.

In vitro protocol:

In vivo protocol:

1. Gao YJ, Lee RM. Hydrogen peroxide induces a greater contraction in mesenteric arteries of spontaneously hypertensive rats through thromboxane A(2) production. Br J Pharmacol. 2001 Dec;134(8):1639-46. doi: 10.1038/sj.bjp.0704420. PMID: 11739239; PMCID: PMC1572900. 2. Brewster AG, Brown GR, Foubister AJ, Jessup R, Smithers MJ. The synthesis of a novel thromboxane receptor antagonist 4(Z)-6-(2-o-chlorophenyl-4-o-hydroxyphenyl-1,3-dioxan-cis-5-yl) hexenoic acid ICI 192605. Prostaglandins. 1988 Aug;36(2):173-8. doi: 10.1016/0090-6980(88)90304-8. PMID: 2973084.

1: Brown GR, Foubister AJ, Hudson JA. Improved synthetic routes to the novel thromboxane receptor antagonist ICI 192605: activity of synthetic 1,3-dioxane intermediates. J Pharm Pharmacol. 1990 Jan;42(1):53-5. PubMed PMID: 1969951. 2: Brewster AG, Brown GR, Foubister AJ, Jessup R, Smithers MJ. The synthesis of a novel thromboxane receptor antagonist 4(Z)-6-(2-o-chlorophenyl-4-o-hydroxyphenyl-1,3-dioxan-cis-5-yl) hexenoic acid ICI 192605. Prostaglandins. 1988 Aug;36(2):173-8. PubMed PMID: 2973084.