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167576

Sigma-Aldrich

2-Chlorobenzothiazole

99%

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About This Item

Empirical Formula (Hill Notation):
C7H4ClNS
CAS Number:
615-20-3
Molecular Weight:
169.63
Beilstein:
116316
EC Number:
210-415-0
MDL number:
MFCD00005776
UNSPSC Code:
12352100
PubChem Substance ID:
24850216
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.637 (lit.)

bp

141 °C/30 mmHg (lit.)

mp

21-23 °C (lit.)

density

1.303 g/mL at 25 °C (lit.)

SMILES string

Clc1nc2ccccc2s1

InChI

1S/C7H4ClNS/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H

InChI key

BSQLQMLFTHJVKS-UHFFFAOYSA-N

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Application

2-Chlorobenzothiazole was used in the synthesis of:
  • (RS)- and (S)-lubeluzole
  • (1,3-benzothiazol-2-yl) amino-9-(10H)-acridinone derivatives
  • 4H-thieno[2′,3′:4,5]pyrimido[2,1-b]benzothiazole derivatives

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H319,H330,H411

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Florence Delmas et al.
European journal of medicinal chemistry, 39(8), 685-690 (2004-07-28)
(1,3-Benzothiazol-2-yl) amino-9-(10H)-acridinone derivatives were synthesized via a procedure based on the Ullman reaction and were assessed for their in vitro antileishmanial and anti-HIV activities. Two derivatives, 4-(6-nitro-benzothiazol-2-ylamino)-10H-acridin-9-one and 1-(6-amino-benzothiazol-2-ylamino)-10H-acridin-9-one, revealed a selective antileishmanial activity, mainly due to amastigote-specific toxicity. Results
Synthesis of new thienopyrimidobenzothiazoles and thienopyrimidobenzoxazoles with analgesic and antiinflammatory properties.
Russo F, et al.
European Journal of Medicinal Chemistry, 29(7), 569-578 (1994)
Damodara N Kommi et al.
Organic letters, 15(6), 1158-1161 (2013-02-26)
Three new, concise, and protecting group-free synthetic routes for (RS)- and (S)-lubeluzole are reported in higher (46-62%) overall yields compared to the reported procedures (6-35%). The key steps involve C-N bond formation via epoxide aminolysis and nucleophilic substitution of 2-chlorobenzothiazole
Anita K Kovács et al.
Frontiers in chemistry, 6, 120-120 (2018-05-05)
A general strategy for the synthesis of N-peptide-6-amino-D-luciferin conjugates has been developed. The applicability of the strategy was demonstrated with the preparation of a known substrate, N-Z-Asp-Glu-Val-Asp-6-amino-D-luciferin (N-Z-DEVD-aLuc). N-Z-DEVD-aLuc was obtained via a hybrid liquid/solid phase synthesis method, in which

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