ChemicalBook > CAS DataBase List > (S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide

(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide

Product Name
(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide
CAS No.
2100284-59-9
Chemical Name
(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide
Synonyms
AZ3451;CS-2779;AZ3451 AZ-3451;AZ3451 >=98% (HPLC);AZ 3451;AZ-3451;AZ3451;AZ 3451,inhibit,Protease Activated Receptor (PAR),AZ-3451,AZ3451,Thrombin receptors,Inhibitor;2-(6-Bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]-1H-benzimidazole-5-carboxamide;1H-Benzimidazole-5-carboxamide, 2-(6-bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]-;(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide
CBNumber
CB14629419
Molecular Formula
C30H27BrN4O3
Formula Weight
571.46
MOL File
2100284-59-9.mol
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(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide Property

Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble
form 
A solid
pka
11.92±0.70(Predicted)
color 
White to light brown
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Safety

HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
29671
Product name
AZ3451
Packaging
5mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
29671
Product name
AZ3451
Packaging
25mg
Price
$343
Updated
2024/03/01
Cayman Chemical
Product number
29671
Product name
AZ3451
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
29671
Product name
AZ3451
Packaging
10mg
Price
$153
Updated
2024/03/01
Tocris
Product number
6806
Product name
AZ3451
Purity
≥98%(HPLC)
Packaging
10
Price
$134
Updated
2021/12/16
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(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide Chemical Properties,Usage,Production

Definition

ChEBI: AZ3451 is a member of the class of benzimidazoles that is 1H-benzimidazole substituted by (1S)-1-cyclohexylethyl, 6-bromo-1,3-benzodioxol-5-yl, and 4-(cyanoanilino)acyl groups at positions 1, 2 and 5, respectively. It is an allosteric modulator of protease-activated receptor 2 (IC50 = 23 nM) and exhibits anti-osteoarthritis properties. It has a role as an anti-inflammatory agent, a PAR2 negative allosteric modulator and an autophagy inducer. It is a secondary carboxamide, a nitrile, a member of benzimidazoles, a member of benzodioxoles and an organobromine compound.

Biological Activity

AZ3451 is a potent protease-activated receptor 2 (PAR2) antagonist that binds to a distant allosteric site outside the helical bundle with an IC50 of 23 nM.

in vitro

Antagonist AZ3451 binds to a remote allosteric site outside the helical bundle of the protease-activated receptor 2. AZ3451 is highly lipophilic, which coincides with the hydrophobic nature of the binding pocket within the membrane. Antagonist binding prevents structural rearrangements required for receptor activation and signalling.

target

TargetValue
PAR2
(Cell-free assay)
23 nM

(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide Suppliers

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2100284-59-9, (S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamideRelated Search:


  • (S)-2-(6-bromobenzo[d][1,3]dioxol-5-yl)-N-(4-cyanophenyl)-1-(1-cyclohexylethyl)-1H-benzo[d]imidazole-5-carboxamide
  • AZ3451
  • CS-2779
  • AZ 3451;AZ-3451;AZ3451
  • 1H-Benzimidazole-5-carboxamide, 2-(6-bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]-
  • AZ3451 >=98% (HPLC)
  • AZ 3451,inhibit,Protease Activated Receptor (PAR),AZ-3451,AZ3451,Thrombin receptors,Inhibitor
  • AZ3451 AZ-3451
  • 2-(6-Bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]-1H-benzimidazole-5-carboxamide
  • 2100284-59-9
  • C30H27BrN4O3