6-Chlor-4H-3,1-benzoxazin-2,4(1H)-dion

5-Chloroisatoic anhydride

HCID 78480CAS 4743-17-3

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Grundinformationen

Standard-SMILES: O=c1[nH]c2ccc(Cl)cc2c(=O)o1
InChIKey: MYQFJMYJVJRSGP-UHFFFAOYSA-N
Summenformel: C8H4ClNO3
Durchschnittliche Molmasse: 197,57 g/mol
Monoisotopische Masse: 196,9879707

Namen und Bezeichner

Bevorzugter Name: 5-Chloroisatoic anhydride
IUPAC: 6-chloro-1H-3,1-benzoxazine-2,4-dione
Lokaler Name: 6-Chlor-4H-3,1-benzoxazin-2,4(1H)-dion
Englischer Name: 5-Chloroisatoic anhydride
Summenformel: C8H4ClNO3
Molmasse: 197.58

Namen und Synonyme

5-Chloroisatoic anhydride4743-17-32H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-6-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneNSC 75847EINECS 225-255-7NSC 139890AI3-61136DTXSID3063592RefChem:102384DTXCID8040565MYQFJMYJVJRSGP-UHFFFAOYSA-N

Weitere Namen anzeigen

5-ChloroisatoicAKOS BBS-00002892TIMTEC-BB SBB0035705-Chloroisotoic anhydride5-CHLOROISATONIC ANHYDRIDE5-Chloroisatoic anyhydride5-Chloroisatoic anhydride 97%5-Chloroisatoic Anhydride >6-Chloro-1H-3,1-benzoxazine-2,4-dione

6-chloro-1h-benzo[d][1,3]oxazine-2,4-dione5-chloro-isatoic anhydride6-chloro-1H-3,1-benzoxazine-2,4-dioneMFCD000067016-Chloro-4H-3,1-benzoxazine-2,4(1H)-dione6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dioneNSC758476-chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

Datenbank-Bezeichner

CAS: 4743-17-3
PubChem CID: 78480
DTXSID: DTXSID3063592
EC Number: 225-255-7
Nikkaji: J236.703C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,6
Polarare Oberfläche (TPSA): 55,4 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 0
Schwere Atome: 13
Formalladung: 0
Komplexität: 256

Physikochemische Eigenschaften

Schmelzpunkt: 300 °C · 300 °C (dec.) (lit.)
Dichte: 1.54 · 1.540±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMSO (Slightly)
Aggregatzustand: Solid
pka: 9.76 · 9.76±0.20(Predicted)
Farbe: Off-White
InChI: 1S/C8H4ClNO3/c9-4-1-2-6-5(3-4)7(11)13-8(12)10-6/h1-3H,(H,10,12)
InChIKey: MYQFJMYJVJRSGP-UHFFFAOYSA-N
SMILES: Clc1ccc2NC(=O)OC(=O)c2c1
CAS Datenbank: 4743 · 4743-17-3(CAS DataBase Reference)
EPA chemische Informationen: 2 H-3,1-Benzoxazine-2,4 · 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro- (4743-17-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.6%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 2934999090
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-: ACTIVE

Anwendungen · 1 Eintrag

Verwenden5-Chloroisatoic Anhydride was used as a reagent in the synthesis of 2-acetamidobenzamides bearing the 2-phenoxy functionality which display antiproliferative activity against certain tumor cell lines. Also used in the preparation of inhibitors of delta-5 desaturase.

Darstellung · 1 Eintrag

synthetische5-Chloroisatoic anhydride is prepared from 5-chloro indole (9c) by stirring in a 4:1 mixture of DMF/H2O for 16 h at room temperature. 1 H NMR (DMSO-d6): δ 11.85 (s, br., 1H), 7.96 (dd, J = 0.8, 8.7 Hz, 1H), 7.87 (dd, J = 2.3, 8.7 Hz, 1H), 7.09 (dd, J = 8.8, 0.8 Hz, 1H).