≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Desiccated Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
KB-5492 anhydrous is a potent and selective inhibitor of sigma receptor , inhibits specific [ 3 H]1,3-di(2-tolyl)guanidine (DTG) binding to the sigma receptor with an IC 50 of 3.15 μM. KB-5492 anhydrous is an anti-ulcer agent
In Vitro
KB-5492 (0.001-100 μM) inhibits specific [ 3 H]DTG binding in a concentration-dependent manner. KB-5492 (0.1-1 mM) significantly and concentration-dependently prevents the ethanol- and acidified aspirin-induced increases in 51 Cr release from gastric epithelial cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
KB-5492 (200 mg/kg; p.o.) prevents macroscopic lesions in the gastric mucosa. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male Sprague-Dawley rats weighing 210-240 g are induced gastric mucosal damageDosage: 200 mg/kg Administration: Oral gavage Result: Reduced the lesion length as compared with the control. Prevented the deep mucosal lesions and exfoliation of surface epithelial cells.
Form:Solid
IC50& Target:IC50: 3.15 μM (sigma receptor)
| Canonical Smiles | COC1=CC=C(C=C1)OC(=O)CN2CCN(CC2)CC3=CC(=C(C(=C3)OC)OC)OC.C(=CC(=O)O)C(=O)O |
|---|---|
| IUPAC Name | (E)-but-2-enedioic acid;(4-methoxyphenyl) 2-[4-[(3,4,5-trimethoxyphenyl)methyl]piperazin-1-yl]acetate |
| InChIKey | JUOYRBCKLAPYBI-WLHGVMLRSA-N |
| INCHI | 1S/C23H30N2O6.C4H4O4/c1-27-18-5-7-19(8-6-18)31-22(26)16-25-11-9-24(10-12-25)15-17-13-20(28-2)23(30-4)21(14-17)29-3;5-3(6)1-2-4(7)8/h5-8,13-14H,9-12,15-16H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1+ |
| Isomeric SMILES | COC1=CC=C(C=C1)OC(=O)CN2CCN(CC2)CC3=CC(=C(C(=C3)OC)OC)OC.C(=C/C(=O)O)\C(=O)O |
| Alternate CAS | 129200-10-8 |
| PubChem CID | 6439276 |
| MeSH Entry Terms | 1-(3,4,5-trimethoxybenzyl)-4-((4-methoxyphenyl)oxycarbonylmethyl)piperazine;KB 5492;KB-5492 |
| Molecular Weight | 546.57 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acid esters |
| Alternative Parents | Phenol esters Anisoles Benzylamines Methoxybenzenes Phenoxy compounds Phenylmethylamines N-alkylpiperazines Aralkylamines Alkyl aryl ethers Dicarboxylic acids and derivatives Unsaturated fatty acids Carboxylic acid esters Trialkylamines Carboxylic acids Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides |
| Molecular Framework | Not available |
| Substituents | Alpha-amino acid ester - Phenol ester - Phenoxy compound - Anisole - Benzylamine - Phenol ether - Methoxybenzene - Phenylmethylamine - Alkyl aryl ether - N-alkylpiperazine - Aralkylamine - Benzenoid - Fatty acid - Unsaturated fatty acid - Piperazine - Fatty acyl - Monocyclic benzene moiety - 1,4-diazinane - Dicarboxylic acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Organoheterocyclic compound - Azacycle - Carboxylic acid - Ether - Hydrocarbon derivative - Carbonyl group - Organic oxide - Amine - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. |
| External Descriptors | Not available |
| Solubility | DMSO : 250 mg/mL (457.40 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 546.600 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 12 |
| Exact Mass | 546.221 Da |
| Monoisotopic Mass | 546.221 Da |
| Topological Polar Surface Area | 144.000 Ų |
| Heavy Atom Count | 39 |
| Formal Charge | 0 |
| Complexity | 639.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 2 |
