(Phenylpiperazinyl)cyclohexylureas: Discovery of α1a/1d-selective adrenergic receptor antagonists for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS)

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 2, 2008, Pages 640-644

  Chiu, George ^a   Li, Shengjian ^a   Connolly, Peter J ^a   Pulito, Virginia ^a   Liu, Jingchun ^a   Middleton, Steven A ^a  

^a JOHNSON AND JOHNSON PHARMACEUTICAL RESEARCH AND DEVELOPMENT   (United States)

Author keywords

1 adrenergic receptors; 1 blockers; 1a 1d subtype selective antagonist; (Phenylpiperazinyl)cyclohexylureas; BPH LUTS

Indexed keywords

(PHENYLPIPERAZINYL)CYCLOHEXYLUREA DERIVATIVE; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA 1A ADRENERGIC RECEPTOR; ALPHA 1D ADRENERGIC RECEPTOR; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG INDICATION; DRUG RECEPTOR BINDING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; LOWER URINARY TRACT SYMPTOM; PROSTATE HYPERTROPHY; RECEPTOR AFFINITY;

HUMANS; MALE; PROSTATIC HYPERPLASIA; RECEPTORS, ADRENERGIC, ALPHA-1; STRUCTURE-ACTIVITY RELATIONSHIP; UREA;

EID: 38149027676     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.11.068     Document Type: Article

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26. f value by TLC was determined by 2D NMR to be the cis isomer. This result was confirmed by X-ray crystallography. See supplemental materials in Supporting Information section.
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28. 3) 1.10 (m, 2H), 1.33 (d, J = 6.0 Hz, 6H), 1.40 (m, 2H), 1.95 (bd, 2H), 2.10 (bd, 2H), 2.26 (m, 1H), 2.72 (m, 4H), 3.12 (m, 4H), 3.51 (m, 1H), 4.32 (bs, NH, 1H), 4.35 (d, J = 6.1 Hz, 2H), 4.60 (m, 1H), 4.80 (bs, NH, 1H), 6.7-7.4 (m, 8H); MS: 469 (M+1).