| Identification | Back Directory | [Name]
Halopemide | [CAS]
59831-65-1 | [Synonyms]
R-34301
Halopemide
N-(2-(4-(5-Chloro-2-oxo-1-benzimidazolinyl)piperidino)ethyl)-p-fluorobenzamide
N-[2-[4-(5-chloro-2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]ethyl]-4-fluorobenzamide
N-[2-[4-(5-Chloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)piperidino]ethyl]-4-fluorobenzamide
Benzamide, N-[2-[4-(5-chloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethyl]-4-fluoro- | [Molecular Formula]
C21H22ClFN4O2 | [MDL Number]
MFCD00866684 | [MOL File]
59831-65-1.mol | [Molecular Weight]
416.88 |
| Chemical Properties | Back Directory | [density ]
1.337±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: >10mg/mL | [form ]
powder | [pka]
11.10±0.30(Predicted) | [color ]
off-white | [InChI]
1S/C21H22ClFN4O2/c22-15-3-6-19-18(13-15)25-21(29)27(19)17-7-10-26(11-8-17)12-9-24-20(28)14-1-4-16(23)5-2-14/h1-6,13,17H,7-12H2,(H,24,28)(H,25,29) | [InChIKey]
NBHPRWLFLUBAIE-UHFFFAOYSA-N | [SMILES]
Fc1ccc(cc1)C(=O)NCCN2CCC(CC2)N3C(=O)Nc4cc(Cl)ccc34 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Uses]
Antipsychotic. | [Biological Activity]
halopemide is a phospholipase d (pld) inhibitor.phospholipase d (pld) is a key enzyme for the production of phosphatidic acid, a lipid second messenger. phosphatidic acid involves in both g protein-coupled receptor and receptor tyrosine kinase signal transduction networks. | [Biochem/physiol Actions]
Halopemide is a dopamine receptor antagonist and a phospholipase D2 inhibitor. Halopemide may be used as a screen to identify inhibitors of human PLD2 using an in vitro biochemical assay. It is also inhibitory at benzodiazepine binding sites. | [in vitro]
in a previous study, the ic50 of halopemide against pld2 was found to be similar to that previously reported, but the compound had no preference for pld2 over pld1 [1]. | [in vivo]
animal study showed that the halopemide concentration in the rat brain was 10 times less than that of r29800, its chemical analog. however, the levels were the same in the pituitary gland. the highest level of halopemide was found to be in septal and thalamic areas while the neuroleptics were concentrated in the caudate nucleus. moreover, in the caudate nucleus, halopemide was far less particle-bound [2]. | [IC 50]
220 and 310 nm for human pld1 and pld2, respectively | [References]
[1] scott, s. a.,selvy, p.e.,buck, j.r., et al. design of isoform-selective phospholipase d inhibitors that modulate cancer cell invasiveness. nature chemical biology 5(2), 108-117 (2009).
[2] loonen aj, van wijngaarden i, janssen pa, soudijn w. regional localization of halopemide, a new psychotropic agent, in the rat brain. eur j pharmacol. 1978 aug 15;50(4):403-8.
[3] de cuyper h, van praag hm, verstraeten d. the clinical significance of halopemide, a dopamine-blocker related to the butyrophenones. neuropsychobiology. 1984;12(4):211-6. |
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Sigma-Aldrich
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021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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