Design and synthesis of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2, 3,5]tetrazin-4(3H)ones

Yan Chao Wu; Xiao Mao Zou; Fang Zhong Hu; Hua Zheng Yang

Design and synthesis of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2, 3,5]tetrazin-4(3H)ones

Yan Chao Wu^*
, Xiao Mao Zou
, Fang Zhong Hu
, Hua Zheng Yang

^*Corresponding author for this work

Nankai University

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

3 Scopus citations

Abstract

A series of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2,3,5]tetrazin- 4(3H)ones 4a-j were designed and efficiently synthesized via a diazotization of 5-amine-3-methylsulfinyl-1H-pyrazole, followed by cycloaddition with aryl isocyanate. A possible reaction mechanism is outlined and discussed. These new compounds exhibit some biological activity as preliminary bioassay indicated. Their structures were confirmed with ¹H NMR, IR and elemental analysis.

Original language	English
Pages (from-to)	1143-1146
Number of pages	4
Journal	Chinese Chemical Letters
Volume	16
Issue number	9
State	Published - Sep 2005
Externally published	Yes

Keywords

Cycloaddition
Diazotization
Sulfoxide-substituted nitrogen heterocycle

Cite this

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title = "Design and synthesis of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2, 3,5]tetrazin-4(3H)ones",

abstract = "A series of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2,3,5]tetrazin- 4(3H)ones 4a-j were designed and efficiently synthesized via a diazotization of 5-amine-3-methylsulfinyl-1H-pyrazole, followed by cycloaddition with aryl isocyanate. A possible reaction mechanism is outlined and discussed. These new compounds exhibit some biological activity as preliminary bioassay indicated. Their structures were confirmed with 1H NMR, IR and elemental analysis.",

keywords = "Cycloaddition, Diazotization, Sulfoxide-substituted nitrogen heterocycle",

author = "Wu, \{Yan Chao\} and Zou, \{Xiao Mao\} and Hu, \{Fang Zhong\} and Yang, \{Hua Zheng\}",

year = "2005",

month = sep,

language = "英语",

volume = "16",

pages = "1143--1146",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

publisher = "Elsevier B.V.",

number = "9",

}

TY - JOUR

T1 - Design and synthesis of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2, 3,5]tetrazin-4(3H)ones

AU - Wu, Yan Chao

AU - Zou, Xiao Mao

AU - Hu, Fang Zhong

AU - Yang, Hua Zheng

PY - 2005/9

Y1 - 2005/9

N2 - A series of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2,3,5]tetrazin- 4(3H)ones 4a-j were designed and efficiently synthesized via a diazotization of 5-amine-3-methylsulfinyl-1H-pyrazole, followed by cycloaddition with aryl isocyanate. A possible reaction mechanism is outlined and discussed. These new compounds exhibit some biological activity as preliminary bioassay indicated. Their structures were confirmed with 1H NMR, IR and elemental analysis.

AB - A series of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2,3,5]tetrazin- 4(3H)ones 4a-j were designed and efficiently synthesized via a diazotization of 5-amine-3-methylsulfinyl-1H-pyrazole, followed by cycloaddition with aryl isocyanate. A possible reaction mechanism is outlined and discussed. These new compounds exhibit some biological activity as preliminary bioassay indicated. Their structures were confirmed with 1H NMR, IR and elemental analysis.

KW - Cycloaddition

KW - Diazotization

KW - Sulfoxide-substituted nitrogen heterocycle

UR - https://www.scopus.com/pages/publications/33645397560

M3 - 文章

AN - SCOPUS:33645397560

SN - 1001-8417

VL - 16

SP - 1143

EP - 1146

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 9

ER -

Design and synthesis of novel 5-sulfoxide-substituted pyrazolo[5,1-d][1,2, 3,5]tetrazin-4(3H)ones

Abstract

Keywords

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