CAS 939-69-5 2-Cyano-6-hydroxybenzothiazole (HCID 9881912)

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Grundinformationen

CAS: 939-69-5
Standard-SMILES: N#Cc1nc2ccc(O)cc2s1
InChIKey: SQAVNBZDECKYOT-UHFFFAOYSA-N
Summenformel: C8H4N2OS
Durchschnittliche Molmasse: 176,2 g/mol
Monoisotopische Masse: 176,00443375

Namen und Bezeichner

Bevorzugter Name: 2-Cyano-6-hydroxybenzothiazole
IUPAC: 6-hydroxy-1,3-benzothiazole-2-carbonitrile
Englischer Name: 2-Cyano-6-hydroxybenzothiazole
Summenformel: C8H4N2OS
Molmasse: 176.2

Namen und Synonyme

2-Cyano-6-hydroxybenzothiazole939-69-5DTXSID10432318RefChem:259632DTXCID403831476-hydroxybenzo[d]thiazole-2-carbonitrile6-hydroxy-1,3-benzothiazole-2-carbonitrile6-hydroxybenzothiazole-2-carbonitrileMFCD00296905C8H4N2OS6-Hydroxy-benzothiazole-2-carbonitrile2-Benzothiazolecarbonitrile, 6-hydroxy-

Weitere Namen anzeigen

D-OHE3 ligase Ligand 802-cyano-6-hydroxybenzothiazoL6-Hydroxy-Benzothiazole-2-Carb2-Cyano-6-hydroxy-benzo[d]thiazole2-Cyano-6-hydroxy-1,3-benzothiazole2-Cyano-6-hydroxybenzothiazole, >=95%6-Hydroxy-2-Benzothiazolecarbonitrile2-Benzothiazolecarbonitrile, 6-hydroxy

6-hydroxy-2-cyano-benzothiazoleACN-049426SCHEMBL1406566-hydroxy-2-cyanobenzothiazoleSCHEMBL294092812-Benzothiazolecarbonitrile, 6-hSQAVNBZDECKYOT-UHFFFAOYSA-NGEO-00837

Datenbank-Bezeichner

CAS: 939-69-5

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,3
Polarare Oberfläche (TPSA): 85,2 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 0
Schwere Atome: 12
Formalladung: 0
Komplexität: 224

Physikochemische Eigenschaften

Schmelzpunkt: 211 · 211-213°C
Siedepunkt: 374.7 · 374.7±34.0 °C(Predicted)
Dichte: 1.53 · 1.53±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
pka: 7.52 · 7.52±0.40(Predicted)
Aggregatzustand: crystalline solid
Farbe: Light yellow
InChI: InChI=1S/C8H4N2OS/c9-4-8-10-6-2-1-5(11)3-7(6)12-8/h1-3,11H
InChIKey: SQAVNBZDECKYOT-UHFFFAOYSA-N
SMILES: S1C2=CC(O)=CC=C2N=C1C#N

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

Sicherheitsdaten

wgk: 3
ridadr: UN3439
hs_code: 2934208090
risk_code: 22-36
hazard_code: Xn
safety_code: 26-36/37
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung2-Cyano-6-hydroxybenzothiazole (CBTOH) is a critical intermediate in D-luciferin biosynthesis, also used for its chemical synthesis and as luciferin bioluminescence precursor for chemical analysis. Firefly light emission involves the enzymatic oxidation of D-luciferin to yield electronically excited oxyluciferin, which is the bioluminescent molecule. Oxyluciferin is afterwards enzymatically oxidized to thioglycolic acid and CBTOH, which regenerates luciferin by condensation with cysteine[1].

Verwenden2-Cyano-6-hydroxybenzothiazole serves as a synthetic precursor for firefly luciferin via condensation with cysteine, and acts as an enhancer of light emission in the luminol/hydrogen peroxide system[3][4].