SC-22716

• CAT Number: I009367
• CAS Number: 262451-89-8
• Molecular Formula: C18H21NO
• Molecular Weight: 267.372
• Purity: ≥95%
• Synonyms: SC-22716; SC 22716; SC22716.;1-[2-(4-Phenylphenoxy)ethyl]pyrrolidine
• Target: Aminopeptidase
• Solubility: Soluble in DMSO
• Storage: Store at RT
• IUPAC Name: 1-[2-(4-phenylphenoxy)ethyl]pyrrolidine
• InChI: InChI=1S/C18H21NO/c1-2-6-16(7-3-1)17-8-10-18(11-9-17)20-15-14-19-12-4-5-13-19/h1-3,6-11H,4-5,12-15H2
• InChIKey: PKUGRVAJRGZDJP-UHFFFAOYSA-N
• SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)C3=CC=CC=C3

SC-22716 is a cell-permeable leukotriene A4 (LTA4) hydrolase inhibitor which suppresses the production of LTB4. SC-22716 is implicated in the pathogenesis of many diseases including inflammatory bowel disease and psoriasis.

Reference

1:J Med Chem. 2000 Feb 24;43(4):721-35. Structure-activity relationship studies on 1-[2-(4-Phenylphenoxy)ethyl]pyrrolidine (SC-22716), a potent inhibitor of leukotriene A(4) (LTA(4)) hydrolase.Penning TD,Chandrakumar NS,Chen BB,Chen HY,Desai BN,Djuric SW,Docter SH,Gasiecki AF,Haack RA,Miyashiro JM,Russell MA,Yu SS,Corley DG,Durley RC,Kilpatrick BF,Parnas BL,Askonas LJ,Gierse JK,Harding EI,Highkin MK,Kachur JF,Kim SH,Krivi GG,Villani-Price D,Pyla EY,Smith WG, PMID: 10691697 Abstract: Leukotriene B(4) (LTB(4)) is a pro-inflammatory mediator that has been implicated in the pathogenesis of a number of diseases including inflammatory bowel disease (IBD) and psoriasis. Since the action of LTA(4) hydrolase is the rate-limiting step for LTB(4) production, this enzyme represents an attractive pharmacological target for the suppression of LTB(4) production. From an in-house screening program, SC-22716 (1, 1-[2-(4-phenylphenoxy)ethyl]pyrrolidine) was identified as a potent inhibitor of LTA(4) hydrolase. Structure-activity relationship (SAR) studies around this structural class resulted in the identification of a number of novel, potent inhibitors of LTA(4) hydrolase, several of which demonstrated good oral activity in a mouse ex vivo whole blood assay.