Pranlukast

• CAT Number: A001204
• CAS Number: 103177-37-3
• Molecular Formula: C27H23N5O4
• Molecular Weight: 481.512
• Purity: ≥95%
• Storage: 3 years -20C powder
• IUPAC Name: N-[4-oxo-2-(2H-tetrazol-5-yl)chromen-8-yl]-4-(4-phenylbutoxy)benzamide
• InChI: InChI=1S/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32)
• InChIKey: NBQKINXMPLXUET-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)CCCCOC2=CC=C(C=C2)C(=O)NC3=CC=CC4=C3OC(=CC4=O)C5=NNN=N5

Pranlukast is a cysteinyl leukotriene receptor-1 antagonist. It antagonizes or reduces bronchospasm caused, principally in asthmatics, by an allergic reaction to accidentally or inadvertently encountered allergens. They induce bronchoconstriction, increase microvascular permeability, and are vasoconstrictors of coronary arteries. Their biological effects are transduced by a pair of G protein-coupled receptors, CysLT1 and CysLT2.

Reference

1:The anti-asthmatic drug pranlukast suppresses the delayed-phase vomiting and reverses intracellular indices of emesis evoked by cisplatin in the least shrew (Cryptotis parva). Darmani NA, Chebolu S, Zhong W, Kim WD, Narlesky M, Adams J, Dong F.Eur J Pharmacol. 2017 May 10. pii: S0014-2999(17)30310-2. doi: 10.1016/j.ejphar.2017.05.014. [Epub ahead of print] PMID: 28501575 2:A randomized controlled phase II clinical trial comparing ONO-4053, a novel DP1 antagonist, with a leukotriene receptor antagonist pranlukast in patients with seasonal allergic rhinitis. Okubo K, Hashiguchi K, Takeda T, Baba K, Kitagoh H, Miho H, Tomomatsu H, Yamaguchi S, Odani M, Yamamotoya H.Allergy. 2017 Apr 4. doi: 10.1111/all.13174. [Epub ahead of print] PMID: 28378369 3:Effects of Temperature and Solvent on the Solid-State Transformations of Pranlukast During Mechanical Milling. Xiong X, Xu K, Du Q, Zeng X, Xiao Y, Yang H, Li H.J Pharm Sci. 2017 Jun;106(6):1680-1687. doi: 10.1016/j.xphs.2017.02.020. Epub 2017 Feb 27. PMID: 28249805 4:Pranlukast reduces asthma exacerbations during autumn especially in 1- to 5-year-old boys. Morita Y, Campos Alberto E, Suzuki S, Sato Y, Hoshioka A, Abe H, Saito K, Tsubaki T, Haraki M, Sawa A, Nakayama Y, Kojima H, Shigeta M, Yamaide F, Kohno Y, Shimojo N.Asia Pac Allergy. 2017 Jan;7(1):10-18. doi: 10.5415/apallergy.2017.7.1.10. Epub 2017 Jan 26. PMID: 28154801 Free PMC Article5:Efficacy and Safety of Modified Pranlukast (Prakanon(®)) Compared with Pranlukast (Onon(®)): A Randomized, Open-Label, Crossover Study. Kim SW, Kim H, Ryu YJ, Lee JH, Shim SS, Kim YK, Chang JH.Open Respir Med J. 2016 Jun 30;10:36-45. doi: 10.2174/1874306401610010036. eCollection 2016. PMID: 27499820 Free PMC Article6:The effect of the leukotriene antagonist pranlukast on pediatric acute otitis media. Nakamura Y, Hamajima Y, Suzuki M, Esaki S, Yokota M, Oshika M, Takagi I, Yasui K, Miyamoto N, Sugiyama K, Nakayama M, Murakami S.Int J Pediatr Otorhinolaryngol. 2016 Aug;87:34-8. doi: 10.1016/j.ijporl.2016.05.027. Epub 2016 May 20. PMID: 27368439 7:Pranlukast, a novel binding ligand of human Raf1 kinase inhibitory protein. Sun T, Wu Z, Luo M, Lin D, Guo C.Biotechnol Lett. 2016 Aug;38(8):1375-80. doi: 10.1007/s10529-016-2117-0. Epub 2016 May 5. PMID: 27146207 8:A Case of Pranlukast-Induced Anaphylactic Shock. Kim S, Lee JM.Allergy Asthma Immunol Res. 2016 May;8(3):276-8. doi: 10.4168/aair.2016.8.3.276. PMID: 26922938 Free PMC Article9:Evaluation of switching low-dose inhaled corticosteroid to pranlukast for step-down therapy in well-controlled patients with mild persistent asthma. Harada S, Harada N, Itoigawa Y, Katsura Y, Kasuga F, Ishimori A, Makino F, Ito J, Atsuta R, Takahashi K.J Asthma. 2016;53(2):207-12. doi: 10.3109/02770903.2015.1087556. Epub 2015 Nov 2. PMID: 26325232 10:Enhancement of Solubility, Transport Across Madin-Darby Canine Kidney Monolayers and Oral Absorption of Pranlukast Through Preparation of a Pranlukast-Phospholipid Complex. Hao Y, Wang L, Li J, Liu N, Feng J, Zhao M, Zhang X.J Biomed Nanotechnol. 2015 Mar;11(3):469-77. PMID: 26307829