NNC 38-1049

NNC 38-1049: NNC 38-1049

IUPAC name

1-(4-chlorophenyl)-4-(4-cyclopentylpiperazine-1-yl)-4-oxobutan-1-one

Identifiers

CAS number 757183-18-9

PubChem 9798429

ChemSpider 7974195^Y

ChEMBL CHEMBL97170^Y

Jmol-3D images Image 1

SMILES

Clc1ccc(cc1)C(=O)CCC(=O)N3CCN(C2CCCC2)CC3

InChI

InChI=1S/C19H25ClN2O2/c20-16-7-5-15(6-8-16)18(23)9-10-19(24)22-13-11-21(12-14-22)17-3-1-2-4-17/h5-8,17H,1-4,9-14H2^Y
Key: VPARRMQGLNFBBR-UHFFFAOYSA-N^Y
InChI=1/C19H25ClN2O2/c20-16-7-5-15(6-8-16)18(23)9-10-19(24)22-13-11-21(12-14-22)17-3-1-2-4-17/h5-8,17H,1-4,9-14H2
Key: VPARRMQGLNFBBR-UHFFFAOYAT

Properties

Molecular formula C₁₉H₂₅ClN₂O₂

Molar mass 348.866 g/mol

Y 38-1049 (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

NNC 38-1049 is a histamine antagonist selective for the H₃ subtype. It has anorectic effects in animal studies and is being researched as a potential treatment for obesity.^[1]^[2]

References

^ Malmlöf K, Zaragoza F, Golozoubova V, et al. (December 2005). "Influence of a selective histamine H3 receptor antagonist on hypothalamic neural activity, food intake and body weight". Int J Obes (Lond) 29 (12): 1402–12. doi:10.1038/sj.ijo.0803036. PMID 16151415.

^ Malmlöf K, Golozoubova V, Peschke B, Wulff BS, Refsgaard HH, Johansen PB, Cremers T, Rimvall K. Increase of neuronal histamine in obese rats is associated with decreases in body weight and plasma triglycerides. Obesity (Silver Spring). 2006 Dec;14(12):2154-62. PMID 17189541

v · d · eHistaminergics

Receptor
ligands

H₁

Agonists: 2-Pyridylethylamine • Betahistine • Histamine • HTMT • UR-AK49
Antagonists: 1st generation: 4-Methyldiphenhydramine • Alimemazine • Antazoline • Azatadine • Bamipine • Benzatropine (Benztropine) • Bepotastine • Bromazine • Brompheniramine • Buclizine • Captodiame • Carbinoxamine • Chlorcyclizine • Chloropyramine • Chlorothen • Chlorphenamine • Chlorphenoxamine • Cinnarizine • Clemastine • Clobenzepam • Clocinizine • Cyclizine • Cyproheptadine • Dacemazine • Deptropine • Dexbrompheniramine • Dexchlorpheniramine • Dimenhydrinate • Dimetindene • Diphenhydramine • Diphenylpyraline • Doxylamine • Embramine • Etybenzatropine (Ethylbenztropine) • Etymemazine • Histapyrrodine • Homochlorcyclizine • Hydroxyethylpromethazine • Hydroxyzine • Isopromethazine • Isothipendyl • Meclozine • Mepyramine (Pyrilamine) • Mequitazine • Methafurylene • Methapyrilene • Methdilazine • Moxastine • Niaprazine • Orphenadrine • Oxatomide • Oxomemazine • Phenindamine • Pheniramine • Phenyltoloxamine • Pimethixene • Piperoxan • Promethazine • Propiomazine • Pyrrobutamine • Talastine • Thenalidine • Thenyldiamine • Thiazinamium • Thonzylamine • Tolpropamine • Tripelennamine • Triprolidine; 2nd generation: Acrivastine • Astemizole • Azelastine • Cetirizine • Clemizole • Clobenztropine • Ebastine • Emedastine • Epinastine • Ketotifen • Latrepirdine • Levocabastine • Loratadine • Mebhydrolin • Mizolastine • Olopatadine • Rupatadine • Setastine • Terfenadine; "3rd generation": Desloratadine • Fexofenadine • Levocetirizine; Miscellaneous: Tricyclic antidepressants (Amitriptyline, Doxepin, Trimipramine, etc) • Tetracyclic antidepressants (Mianserin, Mirtazapine, etc) • Serotonin antagonist and reuptake inhibitors (Trazodone, Nefazodone) • Typical antipsychotics (Chlorpromazine, Thioridazine, etc) • Atypical antipsychotics (Clozapine, Olanzapine, Quetiapine, etc)

H₂

Agonists: Amthamine • Betazole • Dimaprit • Histamine • HTMT • Impromidine • UR-AK49
Antagonists: Burimamide • Cimetidine • Ebrotidine • Famotidine • Lafutidine • Lavoltidine/Loxtidine • Lupitidine • Metiamide • Niperotidine • Nizatidine • Oxmetidine • Ranitidine • Roxatidine

H₃

Agonists: α-Methylhistamine • Cipralisant • Histamine • Imetit • Immepip • Immethridine • Methimepip • Proxyfan
Antagonists: A-349,821 • A-423,579 • ABT-239 • Betahistine • Burimamide • Ciproxifan • Clobenpropit • Conessine • GSK-189,254 • Impentamine • Iodophenpropit • JNJ-5,207,852 • MK-0249 • NNC-38-1,049 • PF-03654746 • Pitolisant • SCH-79,687 • Thioperamide • VUF-5,681

H₄

Agonists: 4-Methylhistamine • Histamine • VUF-8,430
Antagonists: JNJ-7,777,120 • Thioperamide • VUF-6,002

Reuptake
inhibitors

Vesicular

VMAT inhibitors

Ibogaine • Reserpine • Tetrabenazine

Enzyme
inhibitors

Anabolism

HDC inhibitors

Catechin • Meciadanol • Naringenin • Tritoqualine

Catabolism

HNMT inhibitors

Amodiaquine • Diphenhydramine • Harmaline • Quinacrine • Tacrine

DAO inhibitors

Aminoguanidine

Others

Precursors

L-Histidine

Cofactors

Vitamin B6 (pyridoxine, pyridoxamine, pyridoxal → Pyridoxal phosphate)

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Academic Dictionaries and Encyclopedias

NNC 38-1049

References

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NNC 38-1049

IUPAC name 1-(4-chlorophenyl)-4-(4-cyclopentylpiperazine-1-yl)-4-oxobutan-1-one
Identifiers
CAS number	757183-18-9
PubChem	9798429
ChemSpider	7974195^Y
ChEMBL	CHEMBL97170^Y
Jmol-3D images	Image 1
SMILES Clc1ccc(cc1)C(=O)CCC(=O)N3CCN(C2CCCC2)CC3
InChI InChI=1S/C19H25ClN2O2/c20-16-7-5-15(6-8-16)18(23)9-10-19(24)22-13-11-21(12-14-22)17-3-1-2-4-17/h5-8,17H,1-4,9-14H2^Y Key: VPARRMQGLNFBBR-UHFFFAOYSA-N^Y InChI=1/C19H25ClN2O2/c20-16-7-5-15(6-8-16)18(23)9-10-19(24)22-13-11-21(12-14-22)17-3-1-2-4-17/h5-8,17H,1-4,9-14H2 Key: VPARRMQGLNFBBR-UHFFFAOYAT
Properties
Molecular formula	C₁₉H₂₅ClN₂O₂
Molar mass	348.866 g/mol
Y 38-1049 (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Academic Dictionaries and Encyclopedias

Wikipedia

NNC 38-1049

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