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SML0015

Sigma-Aldrich

SR 142948A

≥98% (HPLC)

Synonyme(s) :

2-[[5-(2,6-dimethoxyphenyl)-1-(4-(N-(3-dimethylaminopropyl)-N-methylcarbamoyl)-2-isopropylphenyl)-1H-pyrazole3-carbonyl]amino] adamantane-2-carboxylic acid hydrochloride, SR 142948 hydrochloride

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About This Item

Formule empirique (notation de Hill):
C39H51N5O6·HCl
Numéro CAS:
184162-21-8
Poids moléculaire :
722.31
Numéro MDL:
MFCD03106502
Code UNSPSC :
12352200
ID de substance PubChem :
329825090
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: ≥2 mg/mL at warmed to 60 °C

Auteur

Sanofi Aventis

Température de stockage

2-8°C

Chaîne SMILES 

Cl.COc1cccc(OC)c1-c2cc(nn2-c3ccc(cc3C(C)C)C(=O)N(C)CCCN(C)C)C(=O)NC4([C@@H]5C[C@H]6C[C@@H](C5)C[C@@H]4C6)C(O)=O

InChI

1S/C39H51N5O6.ClH/c1-23(2)29-21-26(37(46)43(5)15-9-14-42(3)4)12-13-31(29)44-32(35-33(49-6)10-8-11-34(35)50-7)22-30(41-44)36(45)40-39(38(47)48)27-17-24-16-25(19-27)20-28(39)18-24;/h8,10-13,21-25,27-28H,9,14-20H2,1-7H3,(H,40,45)(H,47,48);1H/t24-,25+,27-,28+,39?;

Clé InChI

CUYNEHGBVHUQQW-BVJGGMLGSA-N

Application

SR 142948A was used to study the role of neurotensin signaling in intracellular alkanization and expression of IL-8 in human pancreatic cancer cells.

Actions biochimiques/physiologiques

SR 142948A is a non-peptide Neurotensin receptor antagonist
SR 142948A is a potent neurotensin receptor antagonist that affects the expression of c-Fos and has properties of antipsychotic agent. It blocks hypothermia and analgesia induced by neurotensin. It blocks the increase in the concentration of Ca+2 induced by the activation of phospholipase C in CHO cell model.

Caractéristiques et avantages

This compound is featured on the Neurotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Elisabeth B Binder et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 29(12), 2200-2207 (2004-08-26)
Antipsychotic drugs (APDs) have previously been shown to alter Fos expression in a regionally specific manner. Increases in Fos expression in the nucleus accumbens (NAcc) are common to all clinically effective APDs. In contrast, APD-induced Fos expression increases in the
Ulrike Olszewski et al.
Molecular oncology, 3(3), 204-213 (2009-04-28)
Pancreatic adenocarcinomas express neurotensin receptors in up to 90% of cases, however, their role in tumor biology and as a drug target is not clear. In the present study, a stable neurotensin (NT) analog induced intracellular calcium release and intracellular
D Gully et al.
The Journal of pharmacology and experimental therapeutics, 280(2), 802-812 (1997-02-01)
SR 142948A, 2-[[5-(2,6-dimethoxyphenyl)-1-(4-(N-(3-dimethylaminopropyl)-N-methylc arbamoyl)-2-isopropylphenyl)-1H-pyrazole3-carbonyl]amino] adamantane-2-carboxylic acid, hydrochloride, a new and extremely potent neurotensin (NT) receptor antagonist, has been characterized in comparison with SR 48692. This selective compound possesses nanomolar affinities for NT receptors, recognizes the two binding sites described for

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