Benzothiazine: Difference between revisions
Content deleted Content added
Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation ( |
m Added UNII |
||
| (9 intermediate revisions by 8 users not shown) | |||
| Line 1: | Line 1: | ||
{{chembox |
{{chembox |
||
| Verifiedfields = changed |
|||
| ⚫ | |||
| Watchedfields = changed |
|||
|ImageFile=benzothiazines.svg |
|||
| ⚫ | |||
|ImageSize= |
|||
| ImageFileL1 = 2H-1,4-Benzothiazine formula skeletal.svg |
|||
| ⚫ | |||
| ImageSizeL1 = 125 |
|||
| ⚫ | |||
| ImageAltL1 = Skeletal formula of 2H-1,4-benzothiazine |
|||
| ⚫ | |||
| ImageCaptionL1 = 2H-isomer |
|||
| CASNo= |
|||
| ImageFileR1 = 4H-1,4-Benzothiazine formula skeletal.svg |
|||
| ⚫ | |||
| ImageSizeR1 = 125 |
|||
| SMILES=C1C=NC2=CC=CC=C2S1 |
|||
| ImageAltR1 = Skeletal formula of 4H-1,4-benzothiazine |
|||
| ImageCaptionR1 = 4H-isomer |
|||
| ImageFileL2 = 2H-1,4-benzothiazine 3D spacefill.png |
|||
| ImageSizeL2 = 125 |
|||
| ImageAltL2 = Space-filling model of the 2H-1,4-benzothiazine molecule |
|||
| ImageFileR2 = 4H-1,4-benzothiazine 3D spacefill.png |
|||
| ImageSizeR2 = 125 |
|||
| ImageAltR2 = Space-filling model of the 4H-1,4-benzothiazine molecule |
|||
| ⚫ | |||
| ⚫ | |||
| ⚫ | |||
|index_label=2H-isomer |
|||
|index1_label=4H-isomer |
|||
| CASNo= 255-17-4 |
|||
| CASNo1= 255-16-3 |
|||
| UNII_Ref = {{fdacite|correct|FDA}} |
|||
| UNII = LP8A4HNV72 |
|||
| ⚫ | |||
| PubChem1=12805862 |
|||
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
|||
| ChemSpiderID = 2345079 |
|||
| SMILES = N=1c2c(SCC=1)cccc2 |
|||
| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
|||
| StdInChI = 1S/C8H7NS/c1-2-4-8-7(3-1)9-5-6-10-8/h1-5H,6H2 |
|||
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
|||
| StdInChIKey = FBOSKQVOIHEWAX-UHFFFAOYSA-N |
|||
| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}} |
|||
| ChemSpiderID1 = 11484476 |
|||
| SMILES1 = c1ccc2S/C=C\Nc2c1 |
|||
| InChI1 = 1S/C8H7NS/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6,9H |
|||
| InChIKey3 = ZLILRRGWBOKBIG-UHFFFAOYSA-N |
|||
}} |
}} |
||
|Section2= |
|Section2={{Chembox Properties |
||
| |
| Formula=C<sub>8</sub>H<sub>7</sub>NS |
||
| |
| MolarMass=149.21288 |
||
| |
| Appearance= |
||
| |
| Density= |
||
| |
| MeltingPt= |
||
| |
| BoilingPt= |
||
| |
| Solubility= |
||
}} |
}} |
||
|Section3= |
|Section3={{Chembox Hazards |
||
| |
| MainHazards= |
||
| |
| FlashPt= |
||
| AutoignitionPt = |
|||
| Autoignition= |
|||
}} |
}} |
||
}} |
}} |
||
'''Benzothiazine''' is a [[heterocyclic compound]] consisting of a [[benzene]] ring attached to the [[thiazine| 6-membered heterocycle thiazine]]. The name is applied to both the 2H- |
'''Benzothiazine''' is a [[heterocyclic compound]] consisting of a [[benzene]] ring attached to the [[thiazine| 6-membered heterocycle thiazine]]. The name is applied to both the 2H- and 4H-[[isomer]]s of the molecule. |
||
'''2,1-Benzothiazine''', a type of benzothiazines was first reported in the 1960s. Subsequently, their preparation and intensive biological and physiological studies have been reported. In recent years, 2,1-benzothiazines have been of enormous interest to synthetic chemists. An enantioselective synthesis of such benzothiazines has been developed by Harmata and Hong who have formulated transformations of these compounds designed to target chiral, non-racemic building blocks as well as natural products. |
'''2,1-Benzothiazine''', a type of benzothiazines was first reported in the 1960s. Subsequently, their preparation and intensive biological and physiological studies have been reported. In recent years, 2,1-benzothiazines have been of enormous interest to synthetic chemists. An enantioselective synthesis of such benzothiazines has been developed by Harmata and Hong who have formulated transformations of these compounds designed to target chiral, non-racemic building blocks as well as natural products. |
||
| Line 37: | Line 69: | ||
1. Sulfostyril (2,1-benzothiazine 2,2-dioxide). I. Preparation and reactions of 3,4-dihydrosulfostyril. Loev,B.; Kormendy, M.F. ''J. Org. Chem.'' '''1965''', ''30'', 3163. |
1. Sulfostyril (2,1-benzothiazine 2,2-dioxide). I. Preparation and reactions of 3,4-dihydrosulfostyril. Loev,B.; Kormendy, M.F. ''J. Org. Chem.'' '''1965''', ''30'', 3163. |
||
2. Recent Progress in the Chemistry of 2,1-Benzothiazines. Hong, X.; Harmata, M. Progress in |
2. Recent Progress in the Chemistry of 2,1-Benzothiazines. Hong, X.; Harmata, M. Progress in Heterocyclic Chemistry, Chapter 1, G. W. Gribble and J. A. Joule, eds, Pergamon Press, Vol 19, pp 1-43 ('''2008''') |
||
3. The Intramolecular, Stereoselective Addition of Sulfoximine Carbanions to α, β-Unsaturated Esters. Harmata, M.; Hong, X. ''Journal of the American Chemical Society'', '''2003''', ''125(19)'', 5754-5756. |
3. The Intramolecular, Stereoselective Addition of Sulfoximine Carbanions to α, β-Unsaturated Esters. Harmata, M.; Hong, X. ''Journal of the American Chemical Society'', '''2003''', ''125(19)'', 5754-5756. |
||
| Line 48: | Line 80: | ||
{{heterocyclic-stub}} |
|||
| ⚫ | |||
| ⚫ | |||
[[nl:Benzothiazine]] |
|||