155512-52-0

155512-52-0 structure

Name: DIPPA hydrochloride
Chemical Name: 2-(3,4-Dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl]-N-methylacetamide hydrochloride (1:1)
CAS Number: 155512-52-0
Molecular Formula: C₂₂H₂₄Cl₃N₃OS
Molecular Weight: 484.870
Catalog: Signaling Pathways GPCR/G Protein Opioid Receptor
Create Date: 2018-06-04 10:25:31
Modify Date: 2024-01-09 07:48:11
DIPPA (hydrochloride) is an irreversible, long-lasting, selective and high affinity κ-opioid receptor antagonist. DIPPA (hydrochloride) can be used for the research of anxiety and antidepressant[1][2][3][4].

Name	2-(3,4-Dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl]-N-methylacetamide hydrochloride (1:1)
Synonyms	Benzeneacetamide, 3,4-dichloro-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl]-N-methyl-, hydrochloride (1:1) 2-(3,4-Dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl]-N-methylacetamide hydrochloride (1:1) 2-(3,4-Dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(pyrrolidin-1-yl)ethyl]-N-methylacetamide hydrochloride (1:1)

Description	DIPPA (hydrochloride) is an irreversible, long-lasting, selective and high affinity κ-opioid receptor antagonist. DIPPA (hydrochloride) can be used for the research of anxiety and antidepressant[1][2][3][4].
Related Catalog	Signaling Pathways >> GPCR/G Protein >> Opioid Receptor Signaling Pathways >> Neuronal Signaling >> Opioid Receptor Research Areas >> Neurological Disease
Target	κ-opioid receptor[1]
In Vivo	DIPPA (2.5 and 5 mg/kg; s.c.) hydrochloride decreases the latency to feed in Wistar Kyoto rats, but treatment did not alter approach latencies in SD rats[2]. DIPPA (1 and 5 mg/kg; s.c.) hydrochloride high dose increases immobility in SD rats compared to the saline-treated strain control group[2]. DIPPA (5 mg/kg) hydrochloride decreases consumption in SD rats compared to the 5 mg/kg group of Wistar Kyoto rats. DIPPA hydrochloride significantly decreases burying time in both strains. DIPPA (5 mg/kg) hydrochloride decreases burying in both strains compared to the within strain control groups. DIPPA hydrochloride tends to decrease consumption in SD rats in the home cage but significantly increases feeding in the novel cage where potential anxiolytic-like effects of DIPPA hydrochloride may oppose the hypophagic effects of the compound[2]. Animal Model: Wistar Kyoto rats and SD rats (250–300 g)[2] Dosage: 2.5 and 5 mg/kg Administration: S.c. Result: Decreased the latency to feed in Wistar Kyoto rats, but treatment did not alter approach latencies in SD rats. Animal Model: Wistar Kyoto rats and SD rats (250–300 g)[2] Dosage: 1 and 5 mg/kg Administration: S.c. Result: High dose increased immobility in SD rats compared to the saline-treated strain control group.
References	[1]. Jones DC, et al. Identification of a κ-opioid agonist as a potent and selective lead for drug development against human African trypanosomiasis. Biochem Pharmacol. 2010;80(10):1478-1486. [2]. Carr GV, et al. Comparison of the kappa-opioid receptor antagonist DIPPA in tests of anxiety-like behavior between Wistar Kyoto and Sprague Dawley rats. Psychopharmacology (Berl). 2010;210(2):295-302. [3]. Costello GF, et al. 2-(3,4-Dichlorophenyl)-N-methyl-N-[2-(1-pyrrolidinyl)-1-substituted- ethyl]-acetamides: the use of conformational analysis in the development of a novel series of potent opioid kappa agonists. J Med Chem. 1991;34(1):181-189. [4]. Chang AC, et al. kappa Opioid receptor selective affinity labels: electrophilic benzeneacetamides as kappa-selective opioid antagonists. J Med Chem. 1994;37(26):4490-4498.

Molecular Formula	C₂₂H₂₄Cl₃N₃OS
Molecular Weight	484.870
Exact Mass	483.070557

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