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I12808

Sigma-Aldrich

Isatoic anhydride

96%

Sinonimo/i:

3,1-Benzoxazine-2,4(1H)-dione, Anthranilic acid N-carboxylic acid anhydride

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About This Item

Formula empirica (notazione di Hill):
C8H5NO3
Numero CAS:
118-48-9
Peso molecolare:
163.13
Beilstein:
136786
Numero CE:
204-255-0
Numero MDL:
MFCD00006700
Codice UNSPSC:
12162002
ID PubChem:
24895927
NACRES:
NA.23

Densità del vapore

5.6 (vs air)

Saggio

96%

Punto di fusione

233 °C (dec.) (lit.)

Stringa SMILE

O=C1Nc2ccccc2C(=O)O1

InChI

1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)
TXJUTRJFNRYTHH-UHFFFAOYSA-N

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Categorie correlate

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317,H319

Consigli di prudenza

P280 - P305 + P351 + P338

Classi di pericolo

Eye Irrit. 2 - Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

586.4 °F - closed cup

Punto d’infiammabilità (°C)

308 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificati d'analisi (COA)

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Sigma-Aldrich

185426

o-Toluidine

Isatin 97%

Sigma-Aldrich

114618

Isatin

Jonathan J Goodall et al.
Chembiochem : a European journal of chemical biology, 3(1), 68-75 (2007-06-27)
The acyl-enzyme formed upon acylation of alpha-chymotrypsin with isatoic anhydride has been characterised by infrared spectroscopy. Acylation at pH 7 to yield the 2-aminobenzoyl-enzyme is rapid (k = 5.57x 10(-2)s(-1)), while deacylation is much slower (k =3.7 x 10(-5)10(-2) (s-).
P S Gravett et al.
The International journal of biochemistry, 23(10), 1101-1110 (1991-01-01)
1. Esterase E-I from Bitis gabonica was inactivated with irreversible inhibitors which included studies with a water-soluble carbodiimide, an affinity labelling peptide and a mechanism-based inactivator. 2. The reaction with 1-ethyl-3(3-dimethylaminopropyl)-carbodiimide was biphasic and the dominant part followed saturation kinetics.
Zheng-Hui Guan et al.
Journal of the American Chemical Society, 134(42), 17490-17493 (2012-10-12)
A Pd-catalyzed regioselective C-H bond carbonylation of N-alkyl anilines for the synthesis of isatoic anhydrides has been developed. The key Pd-catalyst intermediate has been isolated and characterized. This novel Pd-catalyzed carbonylation reaction tolerates a wide range of functional groups and
K Siva Kumar et al.
Organic & biomolecular chemistry, 10(15), 3098-3103 (2012-03-10)
A one-pot cascade reaction has been developed leading to the concurrent construction of six and five membered fused N-heterocyclic rings of indazolo[3,2-b]quinazolinones. The methodology involved the reaction of isatoic anhydride, a hydrazine and o-iodo benzaldehyde in the presence of Pd(PPh(3))(4)
M H Gelb et al.
Journal of medicinal chemistry, 29(4), 585-589 (1986-04-01)
Derivatives of isatoic anhydride were prepared and tested as inhibitors of serine proteases. A number of isatoic anhydrides with positively charged substituents irreversibly inactivated several trypsin-like enzymes and preferentially inactivated trypsin over chymotrypsin. Further selectivity was obtained by introduction of
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