(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
(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
Safety
- HS Code
- 2934999090
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.
N-Bromosuccinimide Price
- Product number
- 29671
- Product name
- AZ3451
- Packaging
- 5mg
- Price
- $100
- Updated
- 2024/03/01
- Product number
- 29671
- Product name
- AZ3451
- Packaging
- 25mg
- Price
- $343
- Updated
- 2024/03/01
- Product number
- 29671
- Product name
- AZ3451
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 29671
- Product name
- AZ3451
- Packaging
- 10mg
- Price
- $153
- Updated
- 2024/03/01
- Product number
- 6806
- Product name
- AZ3451
- Purity
- ≥98%(HPLC)
- Packaging
- 10
- Price
- $134
- Updated
- 2021/12/16
(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
Target | Value |
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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