PIPERAMIDE MALEATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H28N4O.2C4H4O4
Molecular Weight	536.5747
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.CN(C)CCCN1CCN(CC1)C2=CC=C(NC(C)=O)C=C2

InChI

InChIKey=YCPXMJXDVLKMIU-SPIKMXEPSA-N

InChI=1S/C17H28N4O.2C4H4O4/c1-15(22)18-16-5-7-17(8-6-16)21-13-11-20(12-14-21)10-4-9-19(2)3;2*5-3(6)1-2-4(7)8/h5-8H,4,9-14H2,1-3H3,(H,18,22);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

HIDE SMILES / InChI

Molecular Formula	C17H28N4O
Molecular Weight	304.4304
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4970351 | https://www.ncbi.nlm.nih.gov/pubmed/21189316 | Spencer, P.S., Schaumburg, H.H. (1980) Experimental and Clinical Neurotoxicology, page 604, retrieved from: https://books.google.ru/books?id=RL9rAAAAMAAJ | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 987, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

Piperamide is substituted piperazine with a tertiary amine group. It was used as an anthelmintic agent. Initially, it was investigated because of its effectiveness against Trypanosoma. Piperamide distorts choroid plexus epithelial ultrastructure by engendering hydropic vacuoles.

Approval Year

PubMed

Title	Date	PubMed
Synthesis and nematocidal activity of aralkyl- and aralkenylamides related to piperamide on second-stage larvae of Toxocara canis.	1997 Apr	9145505
New optimized piperamide analogues with potent in vivo hypotensive properties.	2004 Dec	15567289
Analysis of Piperaceae germplasm by HPLC and LCMS: a method for isolating and identifying unsaturated amides from Piper spp extracts.	2005 Mar 23	15769112
Practical and efficient approach to the synthesis of guineensine.	2011 Feb	21279876
Bioassay-guided isolation of constituents of Piper sarmentosum using a mitochondrial transmembrane potential assay.	2011 Oct 28	21973101
In vitro schistosomicidal effects of aqueous and dichloromethane fractions from leaves and stems of Piper species and the isolation of an active amide from P. amalago L. (Piperaceae).	2014 Sep	23561585
Alkaloids from Piper nigrum Exhibit Antiinflammatory Activity via Activating the Nrf2/HO-1 Pathway.	2017 Apr	28185326
Mode of action of piperovatine, an insecticidal piperamide isolated from Piper piscatorum (Piperaceae), against voltage-gated sodium channels.	2018 Dec	30098356
Impact of novel N-aryl piperamide NO donors on NF-κB translocation in neuroinflammation: rational drug-designing synthesis and biological evaluation.	2018 Jan	29145791
An unprecedented chlorine-containing piperamide from Piper pseudoarboreum as potential leishmanicidal agent.	2019 Apr	30840916

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:26:03 UTC 2023` Edited by `admin` on `Fri Dec 15 15:26:03 UTC 2023`
Record UNII	7T952LZM7T
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PIPERAMIDE MALEATE

Official Name

English

CL-54131

Code

English

CL 54131

Code

English

4'-(4-(3-(DIMETHYLAMINO)PROPYL)-1-PIPERAZINYL)ACETANILIDE MALEATE (1:2)

Systematic Name

English

ACETAMIDE, N-(4-(4-(3-(DIMETHYLAMINO)PROPYL)-1-PIPERAZINYL)PHENYL)-, (2Z)-2-BUTENEDIOATE (1:2)

Systematic Name

English

PIPERAMIDE MALEATE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C250