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143375

Sigma-Aldrich

5-Chloro-1-phenyl-1H-tetrazole

97%

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About This Item

Empirical Formula (Hill Notation):
C7H5ClN4
CAS Number:
Molecular Weight:
180.59
Beilstein:
139070
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

120-123 °C (lit.)

solubility

dichloromethane: soluble 25 mg/mL, clear, colorless

SMILES string

Clc1nnnn1-c2ccccc2

InChI

1S/C7H5ClN4/c8-7-9-10-11-12(7)6-4-2-1-3-5-6/h1-5H

InChI key

DHELIGKVOGTMGF-UHFFFAOYSA-N

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General description

5-Chloro-1-phenyl-1H-tetrazole reacts with 2-hydroxyacetophenone to yield 1-phenyl-1H-tetrazol-5-oxy linked compound.

Application

5-Chloro-1-phenyl-1H-tetrazole was used as the reagent during the synthesis of new glycosyl donor possessing an anomeric O-(1-phenyltetrazol-5-yl) group.

Storage Class Code

13 - Non 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)

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M Palme et al.
Bioorganic & medicinal chemistry, 2(11), 1169-1177 (1994-11-01)
A new glycosyl donor possessing an anomeric O-(1-phenyltetrazol-5-yl) group is prepared from 2,3,4,6-tetra-O-benzyl-D-glucose (2) and commercially available 5-chloro-1-phenyl-1H-tetrazole (1). The synthesis of glycosides derived from the donor and a few primary and secondary alcohols is reported.
Scott P Webster et al.
Bioorganic & medicinal chemistry letters, 20(11), 3265-3271 (2010-05-11)
Inhibitors of 11beta-hydroxysteroid dehydrogenase (11beta-HSD1) show promise as drugs to treat metabolic disease and CNS disorders such as cognitive impairment. A series of 1,5-substituted 1H-tetrazole 11beta-HSD1 inhibitors has been discovered and chemically modified. Compounds are selective for 11beta-HSD1 over 11beta-HSD2

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