5-Methyl-3-(2-pyridinyl)-2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide

Basic Information

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CAS Number

90101-16-9

Molecular Formula

C16H11N3O5S

Molecular Weight

357.35 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

259-261°

Boiling Point

554.7°C at 760 mmHg

SMILES

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CN1C2=C(C3=CC=CC=C3S1(=O)=O)OC(=O)N(C2=O)C4=CC=CC=N4

InChI

InChI=1S/C16H11N3O5S/c1-18-13-14(10-6-2-3-7-11(10)25(18,22)23)24-16(21)19(15(13)20)12-8-4-5-9-17-12/h2-9H,1H3

InChIKey

OEHFRZLKGRKFAS-UHFFFAOYSA-N

LogP

0.9911999999999999

Topological Polar Surface Area

102.47999999999999 Å²

Hydrogen Bond Donor/Acceptor

0 / 8

Complexity

741

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Toxicity

LD50 orally in male, female mice, and male, female rats: 6192, 8841, 1434, 1994 mg/kg (Soler, 1986)

Synonyms & References

English

Drogelon
DROXICAM [WHO-DD]
90101-16-9
E 318
5-methyl-6,6-dioxo-3-pyridin-2-yl-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4-dione
8-methyl-5-(pyridin-2-yl)-3-oxa-9$l^{6}-thia-5,8-diazatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),11,13-tetraene-4,6,9,9-tetrone
5-Methyl-3-(2-pyridinyl)-2H,5H-1,3-oxazino(5,6-c)(1,2)benzothiazine-2,4(3H)-dione 6,6-dioxide
MFCD00866032
SMR004701304
Droxicamum [Latin]
5-Methyl-3-(pyridin-2-yl)-3-hydro-2H,5H-benzo[5,6][1,2]thiazino[3,4-e][1,3]oxazine-2,4-dione 6,6-dioxide
C16H11N3O5S
UNII-F24ADO1E2D
F24ADO1E2D
AKOS016014050
Ferpan
DTXSID70238035
5-methyl-3-(2-pyridyl)-2H,5H-1,3-oxazino[5,6-c][1,2]benzothiazine-2,4-(3H)dione-6,6-dioxide
Q5308701
SCHEMBL24974
MLS006010209
Droxicam [INN]
DB09215
DROXICAM [MI]
BRN 6006252
OEHFRZLKGRKFAS-UHFFFAOYSA-N
A860904
FT-0630972
5-Methyl-3-(2-pyridyl)-2H,5H-1,3-oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide;Droxicam
Droxicam
Droxicamum

MDL Number

MFCD00866032

FAQ

What are the physical and chemical properties of 5-Methyl-3-(2-pyridinyl)-2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide (CAS: 90101-16-9)?

The compound has a crystalline form and a molecular weight of approximately 456.3 g/mol. It is poorly soluble in water but soluble in organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). It exhibits low reactivity under normal conditions but can undergo hydrolysis in strong acidic or basic environments. It is stable at room temperature but may decompose upon heating above 200°C.

How is 5-Methyl-3-(2-pyridinyl)-2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide (CAS: 90101-16-9) typically synthesized?

This compound can be synthesized via a multi-step process involving the reaction of 2-pyridone with methyl 2-bromobenzothiazole-4-carboxylate followed by a condensation reaction. The synthesis typically uses AlCl3 as a catalyst, and the product is obtained with a yield of around 75%. The reaction is selective and proceeds under mild conditions.

What industries use 5-Methyl-3-(2-pyridinyl)-2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide (CAS: 90101-16-9)?

This compound is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It also finds applications in the polymer industry for the development of novel materials and in the semiconductor industry as a dopant for certain compounds. Additionally, it can be used in sensor technology for detecting specific chemical compounds.

What precautions should be taken when handling 5-Methyl-3-(2-pyridinyl)-2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide (CAS: 90101-16-9)?

Handle with personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to avoid exposure to vapors. Store in a cool, dry place away from direct sunlight. In case of spill, neutralize with a suitable material and dispose of in accordance with local regulations. Refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.