Compounds Containing a Six-Membered Ring with Two Hetero Atoms from Groups V and VI, respectively of the Periodic Table: Oxazines, Thiazines and their Analogues

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

This chapter discusses the nomenclature, general methods of synthesis, properties, typical reactions and stereochemical aspects of the oxazines, benzoxazines, phenoxazines, thiazines, benzothiazines, and phenothiazines and their derivatives. Oxazines are studied as 1,2-Oxazines, 1,3-Oxazines, 1,4-Oxazines and related compounds, such as morpholines and morpholones. Nominally there are nine possible benzoxazines; some are readily interconverted by tautomerism. These include 1,2-Benzoxazines, 1,3-Benzoxazines, 1,4-Benzoxazines and their hydro derivatives. The study of phenoxazine is important because some of its derivatives are highly colored and are used as dyes and also because certain phenoxazines show pharmacological activity. The simple derivatives of phenoxazines include the nitrophenoxazines, aminophenoxazines, 3-methoxyphenoxazines, phenoxazinecarboxylic acids, halogenophenoxazines, N-alkylphenoxazines and N-arylphenoxazines, acylphenoxazines, phenoxazinones and phenoxazonium salts, naturally occurring phenoxazine derivatives, such as actinomycins, cinnabarine and so on, benzophenoxazines and benzophenoxazinones. The isomeric forms of thiazines, having one sulfur and one nitrogen atom in a six-membered ring, and their hydro- and benzo- derivatives correspond with structures in the oxazine series, and are named and numbered in the same way. They include 1,2-thiazines and their hydro derivatives, 1,3-thiazines and related compounds, 1,4-thiazines, and their hydro derivatives. Phenothiazines represent an important class of drug substances, which show activity against numerous disorders. Some examples include phenothiazine homologs, halogenophenothiazines, nitrophenothiazines, aminophenothiazines and so on.
LanguageEnglish
Title of host publicationRodd's Chemistry of Carbon Compounds
Subtitle of host publication A Modern Comprehensive Treatise
PublisherElsevier
Pages427-535
Number of pages109
Volume4
Edition2nd
ISBN (Print)9780444533456
DOIs
StatusPublished - 1964

Fingerprint

Thiazines
Oxazines
Benzoxazines
Derivatives
Atoms
Phenothiazines
Morpholines
Dactinomycin
Terminology
Sulfur
Coloring Agents
Nitrogen
Salts
phenoxazine

Cite this

Compounds Containing a Six-Membered Ring with Two Hetero Atoms from Groups V and VI, respectively of the Periodic Table : Oxazines, Thiazines and their Analogues. / Sainsbury, M.

Rodd's Chemistry of Carbon Compounds: A Modern Comprehensive Treatise. Vol. 4 2nd. ed. Elsevier, 1964. p. 427-535.

Research output: Chapter in Book/Report/Conference proceedingChapter

Sainsbury, M. / Compounds Containing a Six-Membered Ring with Two Hetero Atoms from Groups V and VI, respectively of the Periodic Table : Oxazines, Thiazines and their Analogues. Rodd's Chemistry of Carbon Compounds: A Modern Comprehensive Treatise. Vol. 4 2nd. ed. Elsevier, 1964. pp. 427-535
@inbook{c1c91b7de8ba4454853d89fea889cfa7,
title = "Compounds Containing a Six-Membered Ring with Two Hetero Atoms from Groups V and VI, respectively of the Periodic Table: Oxazines, Thiazines and their Analogues",
abstract = "This chapter discusses the nomenclature, general methods of synthesis, properties, typical reactions and stereochemical aspects of the oxazines, benzoxazines, phenoxazines, thiazines, benzothiazines, and phenothiazines and their derivatives. Oxazines are studied as 1,2-Oxazines, 1,3-Oxazines, 1,4-Oxazines and related compounds, such as morpholines and morpholones. Nominally there are nine possible benzoxazines; some are readily interconverted by tautomerism. These include 1,2-Benzoxazines, 1,3-Benzoxazines, 1,4-Benzoxazines and their hydro derivatives. The study of phenoxazine is important because some of its derivatives are highly colored and are used as dyes and also because certain phenoxazines show pharmacological activity. The simple derivatives of phenoxazines include the nitrophenoxazines, aminophenoxazines, 3-methoxyphenoxazines, phenoxazinecarboxylic acids, halogenophenoxazines, N-alkylphenoxazines and N-arylphenoxazines, acylphenoxazines, phenoxazinones and phenoxazonium salts, naturally occurring phenoxazine derivatives, such as actinomycins, cinnabarine and so on, benzophenoxazines and benzophenoxazinones. The isomeric forms of thiazines, having one sulfur and one nitrogen atom in a six-membered ring, and their hydro- and benzo- derivatives correspond with structures in the oxazine series, and are named and numbered in the same way. They include 1,2-thiazines and their hydro derivatives, 1,3-thiazines and related compounds, 1,4-thiazines, and their hydro derivatives. Phenothiazines represent an important class of drug substances, which show activity against numerous disorders. Some examples include phenothiazine homologs, halogenophenothiazines, nitrophenothiazines, aminophenothiazines and so on.",
author = "M. Sainsbury",
year = "1964",
doi = "10.1016/B978-044453345-6.50781-1",
language = "English",
isbn = "9780444533456",
volume = "4",
pages = "427--535",
booktitle = "Rodd's Chemistry of Carbon Compounds",
publisher = "Elsevier",
address = "Netherlands",
edition = "2nd",

}

TY - CHAP

T1 - Compounds Containing a Six-Membered Ring with Two Hetero Atoms from Groups V and VI, respectively of the Periodic Table

T2 - Oxazines, Thiazines and their Analogues

AU - Sainsbury, M.

PY - 1964

Y1 - 1964

N2 - This chapter discusses the nomenclature, general methods of synthesis, properties, typical reactions and stereochemical aspects of the oxazines, benzoxazines, phenoxazines, thiazines, benzothiazines, and phenothiazines and their derivatives. Oxazines are studied as 1,2-Oxazines, 1,3-Oxazines, 1,4-Oxazines and related compounds, such as morpholines and morpholones. Nominally there are nine possible benzoxazines; some are readily interconverted by tautomerism. These include 1,2-Benzoxazines, 1,3-Benzoxazines, 1,4-Benzoxazines and their hydro derivatives. The study of phenoxazine is important because some of its derivatives are highly colored and are used as dyes and also because certain phenoxazines show pharmacological activity. The simple derivatives of phenoxazines include the nitrophenoxazines, aminophenoxazines, 3-methoxyphenoxazines, phenoxazinecarboxylic acids, halogenophenoxazines, N-alkylphenoxazines and N-arylphenoxazines, acylphenoxazines, phenoxazinones and phenoxazonium salts, naturally occurring phenoxazine derivatives, such as actinomycins, cinnabarine and so on, benzophenoxazines and benzophenoxazinones. The isomeric forms of thiazines, having one sulfur and one nitrogen atom in a six-membered ring, and their hydro- and benzo- derivatives correspond with structures in the oxazine series, and are named and numbered in the same way. They include 1,2-thiazines and their hydro derivatives, 1,3-thiazines and related compounds, 1,4-thiazines, and their hydro derivatives. Phenothiazines represent an important class of drug substances, which show activity against numerous disorders. Some examples include phenothiazine homologs, halogenophenothiazines, nitrophenothiazines, aminophenothiazines and so on.

AB - This chapter discusses the nomenclature, general methods of synthesis, properties, typical reactions and stereochemical aspects of the oxazines, benzoxazines, phenoxazines, thiazines, benzothiazines, and phenothiazines and their derivatives. Oxazines are studied as 1,2-Oxazines, 1,3-Oxazines, 1,4-Oxazines and related compounds, such as morpholines and morpholones. Nominally there are nine possible benzoxazines; some are readily interconverted by tautomerism. These include 1,2-Benzoxazines, 1,3-Benzoxazines, 1,4-Benzoxazines and their hydro derivatives. The study of phenoxazine is important because some of its derivatives are highly colored and are used as dyes and also because certain phenoxazines show pharmacological activity. The simple derivatives of phenoxazines include the nitrophenoxazines, aminophenoxazines, 3-methoxyphenoxazines, phenoxazinecarboxylic acids, halogenophenoxazines, N-alkylphenoxazines and N-arylphenoxazines, acylphenoxazines, phenoxazinones and phenoxazonium salts, naturally occurring phenoxazine derivatives, such as actinomycins, cinnabarine and so on, benzophenoxazines and benzophenoxazinones. The isomeric forms of thiazines, having one sulfur and one nitrogen atom in a six-membered ring, and their hydro- and benzo- derivatives correspond with structures in the oxazine series, and are named and numbered in the same way. They include 1,2-thiazines and their hydro derivatives, 1,3-thiazines and related compounds, 1,4-thiazines, and their hydro derivatives. Phenothiazines represent an important class of drug substances, which show activity against numerous disorders. Some examples include phenothiazine homologs, halogenophenothiazines, nitrophenothiazines, aminophenothiazines and so on.

UR - http://www.scopus.com/inward/record.url?scp=84903800945&partnerID=8YFLogxK

UR - http://dx.doi.org/10.1016/B978-044453345-6.50781-1

U2 - 10.1016/B978-044453345-6.50781-1

DO - 10.1016/B978-044453345-6.50781-1

M3 - Chapter

SN - 9780444533456

VL - 4

SP - 427

EP - 535

BT - Rodd's Chemistry of Carbon Compounds

PB - Elsevier

ER -