Synonym
Ablukast; Ro 23-3544; Ro-23-3544; Ro23-3544; Ro 233544; Ro-233544; Ro233544; Ro 23-3544/000;
IUPAC/Chemical Name
2H-1-Benzopyran-2-carboxylic acid, 6-acetyl-7-((5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl)oxy)-3,4-dihydro-, (+-)-
InChi Key
FGGYJWZYDAROFF-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H34O8/c1-4-8-21-23(12-10-20(17(2)29)27(21)31)34-13-6-5-7-14-35-26-16-25-19(15-22(26)18(3)30)9-11-24(36-25)28(32)33/h10,12,15-16,24,31H,4-9,11,13-14H2,1-3H3,(H,32,33)
SMILES Code
O=C(C1CCC2=CC(C(C)=O)=C(OCCCCCOC3=CC=C(C(C)=O)C(O)=C3CCC)C=C2O1)O
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
Biological target:
Ablukast (Ro 23-3544) is a specific and active leukotriene receptor antagonist that effectively reduces LTC4- and antigen-induced bronchoconstriction
In vivo activity:
In this study, the dose-response curves of N-methyl LTC4 (NMLTC4), the nonmetabolizable LTC4 analogue, and the peptidoleukotrienes (LTC4, LTD4, and LTE4) were obtained in the absence and presence of the leukotriene antagonist Ro 23-3544 in cannulated frogs. The NMLTC4- and LTC4-induced hypotensive effects were antagonized by Ro 23-3544. Ro 23-3544 also antagonized the effects induced by high doses of LTD4 and LTE4. Ro 23-3544 had no effect on duration of response and did not affect heart rate responses to LTC4 at low dose of the antagonist. The data suggest that receptors that preferentially bind LTC4 in bullfrog vascular smooth muscle regulate the hypotensive effect and that they can be antagonized by Ro 23-3544.
Reference: Can J Physiol Pharmacol. 1995 Mar;73(3):383-9. https://pubmed.ncbi.nlm.nih.gov/7648518/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
100.0 |
200.58 |
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
498.57
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. Rosenbach T, Csatò M, Czarnetzki BM. Studies on the role of leukotrienes in murine allergic and irritant contact dermatitis. Br J Dermatol. 1988 Jan;118(1):1-6. doi: 10.1111/j.1365-2133.1988.tb01743.x. PMID: 2829957.
2. Sun J, Herman CA. Cardiovascular effects of N-methyl leukotriene C4, a nonmetabolizable leukotriene C4 analogue, and the antagonism of leukotriene-induced hypotension by Ro 23-3544, in the American bullfrog, Rana catesbeiana. Can J Physiol Pharmacol. 1995 Mar;73(3):383-9. doi: 10.1139/y95-049. PMID: 7648518.
In vivo protocol:
1. Rosenbach T, Csatò M, Czarnetzki BM. Studies on the role of leukotrienes in murine allergic and irritant contact dermatitis. Br J Dermatol. 1988 Jan;118(1):1-6. doi: 10.1111/j.1365-2133.1988.tb01743.x. PMID: 2829957.
2. Sun J, Herman CA. Cardiovascular effects of N-methyl leukotriene C4, a nonmetabolizable leukotriene C4 analogue, and the antagonism of leukotriene-induced hypotension by Ro 23-3544, in the American bullfrog, Rana catesbeiana. Can J Physiol Pharmacol. 1995 Mar;73(3):383-9. doi: 10.1139/y95-049. PMID: 7648518.
1: Rosenbach T, Csatò M, Czarnetzki BM. Studies on the role of leukotrienes in murine allergic and irritant contact dermatitis. Br J Dermatol. 1988 Jan;118(1):1-6. PubMed PMID: 2829957.
2: Sun J, Herman CA. Cardiovascular effects of N-methyl leukotriene C4, a nonmetabolizable leukotriene C4 analogue, and the antagonism of leukotriene-induced hypotension by Ro 23-3544, in the American bullfrog, Rana catesbeiana. Can J Physiol Pharmacol. 1995 Mar;73(3):383-9. PubMed PMID: 7648518.
3: Kumar S, Malick AW, Meltzer NM, Mouskountakis JD, Behl CR. Studies of in vitro skin permeation and retention of a leukotriene antagonist from topical vehicles with a hairless guinea pig model. J Pharm Sci. 1992 Jul;81(7):631-4. PubMed PMID: 1403694.
4: Meigel W. Allergic contact dermatitis--description of a test model for topical anti-inflammatories with particular reference to the leukotriene-C4 antagonist Ro-23-3544. Arch Dermatol Res. 1991;283(4):278-9. PubMed PMID: 1929548.
5: O'Donnell M, Welton AF, Crowley H, Brown D, Garippa R, Cohen N, Weber G, Banner B, Lopresti RJ. Pharmacological profile of Ro 23-3544, a new aerosol active leukotriene receptor antagonist. Adv Prostaglandin Thromboxane Leukot Res. 1987;17A:512-8. PubMed PMID: 2821764.
6: Binder D, Koch A, Rovenszky F, Stroissnig H. [Thiophene as a structural element of physiologically active substances. 20. Thiophene analogs of the leukotriene D4 antagonist Ro 23-3544]. Arch Pharm (Weinheim). 1992 Dec;325(12):797-801. German. PubMed PMID: 1489255.
