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	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

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

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

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
Cardiovascular effects of a novel synthetic analogue of naturally occurring piperamides.	2010 Sep	20571426
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
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
Alkaloid-Rich Crude Extracts, Fractions and Piperamide Alkaloids of Piper guineense Possess Promising Antibacterial Effects.	2018 Nov 9	30423994
An ethnobotanical survey and antifungal activity of Piper guineense used for the treatment of fungal infections in West-African traditional medicine.	2019 Jan 30	30336302

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:57:34 GMT 2025` Edited by `admin` on `Mon Mar 31 17:57:34 GMT 2025`
Record UNII	7T952LZM7T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CL 54131

Preferred Name

English

PIPERAMIDE MALEATE

Official Name

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