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392338-13-5-A331440 A331440

A331440

For research use only. Not for therapeutic Use.

  • CAT Number: I000216
  • CAS Number: 392338-13-5
  • Molecular Formula: C22H27N3O
  • Molecular Weight: 349.478
  • Purity: ≥95%
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Related Small Molecules: N-Acetyl-Ile-Glu-Pro-Asp-p-nitroanilide     SKF-86002     ZK159222    

A331440(cas 392338-13-5) is an L-histidine and histamine H3 receptor modulator.


Catalog Number I000216
CAS Number 392338-13-5
Synonyms

A331440;4-[4-[3-[(3R)-3-dimethylaminopyrrolidin-1-yl]propoxy]phenyl]benzonitrile

Molecular Formula C22H27N3O
Purity ≥95%
Target receptor modulator
Solubility Soluble in DMSO
Storage Store at RT
IUPAC Name 4-[4-[3-[(3R)-3-(dimethylamino)pyrrolidin-1-yl]propoxy]phenyl]benzonitrile
InChI InChI=1S/C22H27N3O/c1-24(2)21-12-14-25(17-21)13-3-15-26-22-10-8-20(9-11-22)19-6-4-18(16-23)5-7-19/h4-11,21H,3,12-15,17H2,1-2H3/t21-/m1/s1
InChIKey FXIPXWLVYIHFEP-OAQYLSRUSA-N
SMILES CN(C)C1CCN(C1)CCCOC2=CC=C(C=C2)C3=CC=C(C=C3)C#N
Reference

1: Hancock AA, Diehl MS, Fey TA, Bush EN, Faghih R, Miller TR, Krueger KM, Pratt
JK, Cowart MD, Dickinson RW, Shapiro R, Knourek-Segel VE, Droz BA, McDowell CA,
Krishna G, Brune ME, Esbenshade TA, Jacobson PB. Antiobesity evaluation of
histamine H3 receptor (H3R) antagonist analogs of A-331440 with improved safety
and efficacy. Inflamm Res. 2005 Apr;54 Suppl 1:S27-9. PubMed PMID: 15928821.
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2: Hancock AA, Diehl MS, Faghih R, Bush EN, Krueger KM, Krishna G, Miller TR,
Wilcox DM, Nguyen P, Pratt JK, Cowart MD, Esbenshade TA, Jacobson PB. In vitro
optimization of structure activity relationships of analogues of A-331440
combining radioligand receptor binding assays and micronucleus assays of
potential antiobesity histamine H3 receptor antagonists. Basic Clin Pharmacol
Toxicol. 2004 Sep;95(3):144-52. PubMed PMID: 15447739.

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3: Hancock AA, Bennani YL, Bush EN, Esbenshade TA, Faghih R, Fox GB, Jacobson P,
Knourek-Segel V, Krueger KM, Nuss ME, Pan JB, Shapiro R, Witte DG, Yao BB.
Antiobesity effects of A-331440, a novel non-imidazole histamine H3 receptor
antagonist. Eur J Pharmacol. 2004 Mar 8;487(1-3):183-97. PubMed PMID: 15033391.
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4: Faghih R, Esbenshade TA, Krueger KM, Yao BB, Witte DG, Miller TM, Kang CH, Fox
GB, Cowart M, Bennani YL, Hancock AA. Structure-activity relationships of
A-331440: a new histamine-3 antagonist with anti-obesity properties. Inflamm Res.
2004 Mar;53 Suppl 1:S79-80. Epub 2004 Mar 5. PubMed PMID: 15054629.

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