PIPEROXAN

Details

Stereochemistry	RACEMIC
Molecular Formula	C14H19NO2
Molecular Weight	233.3062
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(C1COC2=C(O1)C=CC=C2)N3CCCCC3

InChI

InChIKey=LYKMMUBOEFYJQG-UHFFFAOYSA-N

InChI=1S/C14H19NO2/c1-4-8-15(9-5-1)10-12-11-16-13-6-2-3-7-14(13)17-12/h2-3,6-7,12H,1,4-5,8-11H2

HIDE SMILES / InChI

Description
Sources: https://www.drugfuture.com/chemdata/piperoxan.html | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 989, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ | Lemke, T.L., Williams, D.A. (2008) Foye's Principles of Medicinal Chemistry, page 1010, retrieved from: https://books.google.ru/books?id=R0W1ErpsQpkC | Usdin, E. et al. (2016) Endorphins in Mental Health Research, page 285, retrieved from: https://books.google.ru/books?id=lNhlCwAAQBAJ | Fuxe, K. et al. (2013) Central Adrenaline Neurons, page 136, retrieved from: https://books.google.ru/books?id=pIOfAgAAQBAJ

Piperoxan is the first antihistamine was discovered. Piperoxan protected guinea pigs against histamine-induced bronchospasm. The piperoxan has been used to provoke anxiety behaviors in the monkey. Piperoxan is an alpha-adrenergic antagonist. Piperoxan has been claimed to preferentially block presynaptic alpha-adrenoreceptors leading to an increase in noradrenaline release and by this way the postsynaptic alpha-adrenoreceptors blockade may be overcome. There was clear evidence that piperoxan enhanced myocardial performance. Piperoxan is a diagnostic aid used in studies of hypertension.

Approval Year

Doses

Dose	Population	Adverse events
10 mg single, intravenous Recommended Dose: 10 mg Route: intravenous Route: single Dose: 10 mg Sources: https://pubmed.ncbi.nlm.nih.gov/13252923/	unhealthy, adult n = 1 Health Status: unhealthy Condition: overdose of adrenaline (5 mg) Age Group: adult Sex: unknown Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/13252923/	Sources: https://pubmed.ncbi.nlm.nih.gov/13252923/
15 mg single, intravenous Recommended Dose: 15 mg Route: intravenous Route: single Dose: 15 mg Sources: https://pubmed.ncbi.nlm.nih.gov/14850300/	unhealthy, adult n = 62 Health Status: unhealthy Condition: hypertension Age Group: adult Sex: unknown Population Size: 62 Sources: https://pubmed.ncbi.nlm.nih.gov/14850300/	Other AEs: Pulse rapid... Other AEs: Pulse rapid (16 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/14850300/

AEs

AE	Significance	Dose	Population
Pulse rapid	16 patients	15 mg single, intravenous Recommended Dose: 15 mg Route: intravenous Route: single Dose: 15 mg Sources: https://pubmed.ncbi.nlm.nih.gov/14850300/	unhealthy, adult n = 62 Health Status: unhealthy Condition: hypertension Age Group: adult Sex: unknown Population Size: 62 Sources: https://pubmed.ncbi.nlm.nih.gov/14850300/

Sourcing

Vendor/Aggregator	ID	URL
AA Blocks	AA0039CZ	https://www.aablocks.com/goods/Goods/detail?id=AA0039CZ
Aaron Chemicals	AR003A4R	http://www.aaronchem.com/59-39-2
Alichem	129009281	http://www.alichem.com/en/products/59-39-2.html
Angene	AGN-PC-0JK7G5	http://www.angenechemical.com/productshow/AGN-PC-0JK7G5.html
BLD Pharm	BD148262	http://www.bldpharm.com/products/59-39-2.html
BioChemPartner	BCP19333	http://www.biochempartner.com/59-39-2-BCP19333
ChemMol	49425911	http://www.chemmol.com/chemmol/49425911.html
Chemspace	CSSB00030741262	https://chem-space.com/CSSB00030741262
OChem	11943	http://www.ocheminc.com/index.php?act=psearch&pid=059P392
Smolecule	S603919	https://www.smolecule.com/products/s603919
THE BioTek	bt-367420	https://www.thebiotek.com/product/others/bt-367420
abcr GmbH	AB494371	http://www.abcr.com/shop/en/AB494371
eNovation Chemicals	D556398	https://www.enovationchem.com/ProductDetails.asp?ProductID=D556398
eNovation Chemicals	D584215	https://www.enovationchem.com/ProductDetails.asp?ProductID=D584215

PubMed

Title	Date	PubMed
Differentiation of drugs acting centrally upon the cardiovascular system by means of sympathetic and vagal responses.	1978	39714
A comparison of the cardiovascular effects of centrally administered clonidine and adrenaline in the anaesthetized rat.	1979 Jan	32359
[Comparative study of piperoxan and 2-(2-imidazolinyl)-1, 4-benzodioxane (170 150) on pre- and postsynaptic receptors in the rat].	1982 Jul-Sep	6290793
Norepinephrine inhibition of pulsatile LH release: receptor specificity.	1986 Feb	3953791
Antagonists of adenosine and alpha-2-adrenoceptors reverse the anticonvulsant effects of tizanidine in DBA/2 mice.	1989 Mar	2566944

Patents

Name

Type

Language

PIPEROXAN

Official Name

English

FOURNEAU-933

Common Name

English

(±)-PIPEROXANE

Common Name

English

F-933

Code

English

piperoxan [INN]

Common Name

English

PIPEROXAN [MI]

Common Name

English

933F

Code

English

PIPEROXANE

Common Name

English

(RS)-PIPEROXANE

Common Name

English

PIPERIDINE, 1-(1,4-BENZODIOXAN-2-YLMETHYL)-

Systematic Name

English

BENODAINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29713