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125571

Sigma-Aldrich

5-Chloro-2-mercaptobenzothiazole

technical grade, ≥90%

Synonym(s):

5-Chloro-2-benzothiazolethiol, CMBT

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About This Item

Empirical Formula (Hill Notation):
C7H4ClNS2
CAS Number:
5331-91-9
Molecular Weight:
201.70
EC Number:
226-235-0
MDL number:
MFCD00005783
UNSPSC Code:
12352100
PubChem Substance ID:
24847675
NACRES:
NA.22

grade

technical grade

Assay

≥90%

mp

198-200 °C (lit.)

SMILES string

Sc1nc2cc(Cl)ccc2s1

InChI

1S/C7H4ClNS2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10)

InChI key

NKYDKCVZNMNZCM-UHFFFAOYSA-N

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General description

5-Chloro-2-mercaptobenzothiazole(CMBZT) reacts with iodine in a molar ratio of 1:1 to form charge-transfer complex (CMBZT)I2.

Application

5-Chloro-2-mercaptobenzothiazole (CMBZT) has been used in the analysis of lipopolysaccharide by negative-ion matrix-assisted laser desorption ionization-time of flight mass spectrometry. It has been used in the synthesis of the new mixed ligand silver(I) chloride complex with the heterocyclic thioamide CMBZT and tri(p-tolyl)phosphine. Found to be more sensitive than DHB for analysis of high mannose N-linked glycans. Used in analysis of peptidoglycan muropeptides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chen Chen et al.
Biotechnology for biofuels, 11, 155-155 (2018-07-12)
Polysaccharide monooxygenases (PMOs) of the auxiliary activity 9 (AA9) family have been reported to oxidize C1, C4, and C6 positions in cellulose. However, currently no direct evidence exists that PMOs oxidize C6 positions in cellulose, and molecular mechanism of C1, C4
Adeline M Hajjar et al.
Infection and immunity, 74(12), 6730-6738 (2006-09-20)
Francisella tularensis is an intracellular gram-negative bacterium that is highly infectious and potentially lethal. Several subspecies exist of varying pathogenicity. Infection by only a few organisms is sufficient to cause disease depending on the model system. Lipopolysaccharide (LPS) of gram-negative
Synthesis and Characterization of (PTU) I2 (PTU= 6-n-propyl-2-thiouracil) and (CMBZT) I2 (CMBZT= 5-chloro-2-mercaptobenzothiazole) and Possible Implications for the Mechanism of Action of Anti-Thyroid Drugs.
Antoniadis CD, et al.
European Journal of Inorganic Chemistry, 2003(8), 1635-1640 (2003)
L Kyros et al.
Bioinorganic chemistry and applications, 386860-386860 (2010-04-10)
The synthesis and characterization of the silver(I) chloride complex of formula {[AgCI(CMBZT)(TPTP)(2)] . (MeOH)} (1) (CMBZT = 5-chloro-2-mercaptobenzothiazole, TPTP = tris(p-tolyl)phosphine) is described. Also the structure of the hydrate derivative {[AgCI(TPTP)(3)] . (0.5 . H(2)O)} (2) of the corresponding known
Ariadna Fernández-Calvet et al.
Scientific reports, 8(1), 6872-6872 (2018-05-04)
Airway infection by nontypeable Haemophilus influenzae (NTHi) associates to chronic obstructive pulmonary disease (COPD) exacerbation and asthma neutrophilic airway inflammation. Lipids are key inflammatory mediators in these disease conditions and consequently, NTHi may encounter free fatty acids during airway persistence.
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