Polycyclic N-heterocyclic compounds. Part 58: Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products

Hiromi Ohtomo; Tsuyoshi Tagata; Kenji Sasaki; Takashi Hirota; Kensuke Okuda

doi:10.1016/j.tet.2007.10.024

Polycyclic N-heterocyclic compounds. Part 58: Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products

Hiromi Ohtomo, Tsuyoshi Tagata, Kenji Sasaki, Takashi Hirota, Kensuke Okuda

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

Reaction of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkylamines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a new rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives. Antidepressive evaluation of these compounds was performed by antireserpine action and one compound exhibited the positive activity comparable to imipramine.

Original language	English
Pages (from-to)	12541-12546
Number of pages	6
Journal	Tetrahedron
Volume	63
Issue number	51
DOIs	https://doi.org/10.1016/j.tet.2007.10.024
Publication status	Published - Dec 17 2007

Keywords

3-Alkyl-4-alkyliminopyrimidine
Antidepressant
Pyrimidin-4(3H)-one
Rearrangement

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2007.10.024

Cite this

@article{2ba5560aee1f4fec82c8155023262c33,

title = "Polycyclic N-heterocyclic compounds. Part 58: Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products",

abstract = "Reaction of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkylamines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a new rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives. Antidepressive evaluation of these compounds was performed by antireserpine action and one compound exhibited the positive activity comparable to imipramine.",

keywords = "3-Alkyl-4-alkyliminopyrimidine, Antidepressant, Pyrimidin-4(3H)-one, Rearrangement",

author = "Hiromi Ohtomo and Tsuyoshi Tagata and Kenji Sasaki and Takashi Hirota and Kensuke Okuda",

year = "2007",

month = dec,

day = "17",

doi = "10.1016/j.tet.2007.10.024",

language = "English",

volume = "63",

pages = "12541--12546",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "51",

}

TY - JOUR

T1 - Polycyclic N-heterocyclic compounds. Part 58

T2 - Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products

AU - Ohtomo, Hiromi

AU - Tagata, Tsuyoshi

AU - Sasaki, Kenji

AU - Hirota, Takashi

AU - Okuda, Kensuke

PY - 2007/12/17

Y1 - 2007/12/17

N2 - Reaction of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkylamines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a new rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives. Antidepressive evaluation of these compounds was performed by antireserpine action and one compound exhibited the positive activity comparable to imipramine.

AB - Reaction of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkylamines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a new rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives. Antidepressive evaluation of these compounds was performed by antireserpine action and one compound exhibited the positive activity comparable to imipramine.

KW - 3-Alkyl-4-alkyliminopyrimidine

KW - Antidepressant

KW - Pyrimidin-4(3H)-one

KW - Rearrangement

UR - http://www.scopus.com/inward/record.url?scp=35748932944&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=35748932944&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2007.10.024

DO - 10.1016/j.tet.2007.10.024

M3 - Article

AN - SCOPUS:35748932944

SN - 0040-4020

VL - 63

SP - 12541

EP - 12546

JO - Tetrahedron

JF - Tetrahedron

IS - 51

ER -

Polycyclic N-heterocyclic compounds. Part 58: Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this