Synthesis of 2-(N-substituted amino)-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1-ol derivatives

DOI: 10.1248/cpb.31.2329

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 2329 - 2348 (1983)

Update date:2022-08-04

Topics:

Authors:

Miyake Miyake

Itoh Itoh

Tada Tada

Tanabe Tanabe

Hirata Hirata

Oka Oka

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1248/cpb.31.2329

trans-6-Hydroxy-2-(1-methyl-3-phenylpropyl)amino-1,2,3,4-tetrahydronaphth alen-1-ol (8a), trans-6-hydroxy-2-(1-methyl-2-phenoxyethyl)amino-1,2,3,4-tetrahydronaphtha len-1-ol (8b) and trans-1,6-dihydroxy-2-(1-methyl-3-phenylpropyl)amino-1,2,3,4-tetrahydronap hthalene-5-carboxamide (9a) were synthesized as a part of our search for useful cardiovascular agents. 2-(N-Substituted amino)-6-alkoxy-1,2,3,4-tetrahydronaphthalen-1-ols (10-31) having various substituents at the 5-, 6- and 7-positions of the naphthalene ring were prepared by a five-step sequence of reactions starting from 3,4-dihydro-1(2H)-naphthalenone derivatives (36). Furthermore 2-(N-substituted amino)-1-indanol derivatives (33) and 6-(N-substituted amino)-2-hydroxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols (34, 35) were obtained by the reductive alkylation of the corresponding amino alcohols with carbonyl compounds. These N-substituted amino alcohols (8-35) were tested for vasodilating activity in anesthetized dogs and for β-blocking activity using isolated guinea pig atrial preparations.

Full text of DOI:10.1248/cpb.31.2329

NII-Electronic Library Service

Products guided by the article

Product name:1(2H)-Naphthalenone, 2-amino-6-ethoxy-3,4-dihydro-, hydrochloride

Cas No:66362-12-7

R&D Labs maybe for 66362-12-7

SHENYANG COMEBOARD TECHNOLOGY CO., LTD

Contact:+86-24-25724626

Address:Room2210,Tianbao International Building,No.8-1 Weigong South Street,Tiexi District,Shenyang,China
Shanghai Sunwise Chemical Co., Ltd

website:http://www.sunwisechem.com

Contact:86-021-33883180

Address:Room 10E, Building G, Westlink Center, No. 2337 Gudai Road, Minhang District, Shanghai, China PC: 201100
Second Pharma Co., Ltd

Contact:+86-575-82733999 0575-82732999

Address:hangzhou gulf fine chemical zone,shangyu city,zhejiang province
Phantom-pharma

Contact:

Address:
Shanghai Sunwise Chemical Co., Ltd

website:http://www.sunwisechem.com

Contact:86-021-33883180

Address:Room 10E, Building G, Westlink Center, No. 2337 Gudai Road, Minhang District, Shanghai, China PC: 201100

Relevant to this article

Intramolecular hydroamination of alkynes catalyzed by Pd(PPh ₃)₄/triphenylphosphine under neutral conditions

Doi:10.1021/jo050412w
(2005)
An efficient synthesis of N3,4-diphenyl-5-(4-fluorophenyl)-2-isopropyl-1H- 3-pyrrolecarboxamide, a key intermediate for atorvastatin synthesis

Doi:10.1016/j.bmcl.2003.10.019
(2004)
Asymmetric hydrogenation of aromatic olefins catalyzed by iridium complexes of proline derived phosphine-oxazoline ligands

Doi:10.1016/S0040-4039(02)02747-8
(2003)
Stereoselective carbon-carbon bond forming reactions between various chiral alkyl aryl carbinols and triethyl methanetricarboxylate by oxidation-reduction condensation using alkyl diphenylphosphinites

Doi:10.1246/cl.2005.1676
(2005)
Synthesis and Dienophilic Behavior of (S)-2-Cyano-3-(p-tolylsulfinyl)-1,4-benzoquinone

Doi:10.1021/jo035629+
(2004)
Preparation of human drug metabolites using fungal peroxygenases

Doi:10.1016/j.bcp.2011.06.020
(2011)

Article Doi