Synthesis and structure-activity relationships of piperidinylpyrrolopyridine derivatives as potent and selective H1 antagonists

被引：15

作者：

Fonquerna, S ^{[1
]}

Miralpeix, M ^{[1
]}

Pagès, L ^{[1
]}

Puig, C ^{[1
]}

Cardús, A ^{[1
]}

Antón, F ^{[1
]}

Vilella, D ^{[1
]}

Aparici, N ^{[1
]}

Prieto, J ^{[1
]}

Warrellow, G ^{[1
]}

Beleta, J ^{[1
]}

Ryder, H ^{[1
]}

机构：

[1] Almirall Prodesfarma, Res Ctr, Barcelona 08024, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 04期

关键词：

H-1; antagonists; antihistamine; piperidinylpyrrolopyridines;

D O I：

10.1016/j.bmcl.2004.12.008

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis and structure-activity relationships of piperidinylpyrrolopyridines as potent and selective HI antagonists are discussed. It was found that the nature of the acid chain bonded to piperidine was a key feature for maintaining both the duration of action in vivo and lack of sedative properties. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1165 / 1167

页数：3

共 9 条

[1] Allergic rhinitis and its impact on asthma [J].

Bousquet, J ;

van Cauwenberge, P ;

Khaltaev, N ;

Ait-Khaled, N ;

Annesi-Maesano, I ;

Bachert, C ;

Baena-Cagnani, C ;

Bateman, E ;

Bonini, S ;

Canonica, GW ;

Carlsen, KH ;

Demoly, P ;

Durham, SR ;

Enarson, D ;

Fokkens, WJ ;

van Wijk, RG ;

Howarth, P ;

Ivanova, NA ;

Kemp, JP ;

Klossek, JM ;

Lockey, RF ;

Lund, V ;

Mackay, I ;

Malling, HJ ;

Meltzer, EO ;

Mygind, N ;

Okunda, M ;

Pawankar, R ;

Price, D ;

Scadding, GK ;

Simons, FER ;

Szczeklik, A ;

Valovirta, E ;

Vignola, AM ;

Wang, DY ;

Warner, JO ;

Weiss, KB .

JOURNAL OF ALLERGY AND CLINICAL IMMUNOLOGY, 2001, 108 (05) :S147-S334

[2] HETEROGENEITY OF HISTAMINE H1-RECEPTORS - SPECIES VARIATIONS IN [MEPYRAMINE-H-3 BINDING OF BRAIN MEMBRANES [J].

CHANG, RSL ;

TRAN, VT ;

SNYDER, SH .

JOURNAL OF NEUROCHEMISTRY, 1979, 32 (06) :1653-1663

[3] Second-generation antihistamines: The risk of ventricular arrhythmias [J].

DuBuske, LM .

CLINICAL THERAPEUTICS, 1999, 21 (02) :281-295

[4] Synthesis and structure-activity relationships of novel histamine H1 antagonists:: Indolylpiperidinyl benzoic acid derivatives [J].

Fonquerna, S ;

Miralpeix, M ;

Pagès, L ;

Puig, C ;

Cardús, A ;

Antón, F ;

Cárdenas, A ;

Vilella, D ;

Aparici, M ;

Calaf, E ;

Prieto, J ;

Gras, J ;

Huerta, JM ;

Warrellow, G ;

Beleta, J ;

Ryder, H .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (25) :6326-6337

[5] BINDING CHARACTERISTICS OF PRAZOSIN-H-3 TO RAT-BRAIN ALPHA-ADRENERGIC RECEPTORS [J].

GREENGRASS, P ;

BREMNER, R .

EUROPEAN JOURNAL OF PHARMACOLOGY, 1979, 55 (03) :323-326

[6]

Kay GG, 2000, J ALLERGY CLIN IMMUN, V105, pS622

[7] COMPARATIVE-STUDY OF CENTRAL AND PERIPHERAL HISTAMINE-H-1 RECEPTOR-BINDING INVITRO AND EXVIVO OF NONSEDATING ANTIHISTAMINES AND OF NOBERASTINE, A NEW AGENT [J].

LEYSEN, JE ;

GOMMEREN, W ;

JANSSEN, PFM ;

JANSSEN, PAJ .

DRUG DEVELOPMENT RESEARCH, 1991, 22 (02) :165-178

[8]

Llenas J, 1999, J ALLERGY CLIN IMMUN, V103, pS256

[9] MESULERGINE, A SELECTIVE SEROTONIN-2 LIGAND IN THE RAT CORTEX, DOES NOT LABEL THESE RECEPTORS IN PORCINE AND HUMAN CORTEX - EVIDENCE FOR SPECIES-DIFFERENCES IN BRAIN SEROTONIN-2 RECEPTORS [J].

PAZOS, A ;

HOYER, D ;

PALACIOS, JM .

EUROPEAN JOURNAL OF PHARMACOLOGY, 1984, 106 (03) :531-538

← 1 →