PIMETHIXENE MALEATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H19NS.C4H4O4
Molecular Weight	409.498
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C/C(O)=O.CN1CCC(CC1)=C2C3=C(SC4=C2C=CC=C4)C=CC=C3

InChI

InChIKey=IPANUAHQWFDVAG-BTJKTKAUSA-N

InChI=1S/C19H19NS.C4H4O4/c1-20-12-10-14(11-13-20)19-15-6-2-4-8-17(15)21-18-9-5-3-7-16(18)19;5-3(6)1-2-4(7)8/h2-9H,10-13H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula	C19H19NS
Molecular Weight	293.426
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.drugs.com/international/pimethixene.html | https://www.ncbi.nlm.nih.gov/pubmed/25666387 | http://www.juvisepharmaceuticals.com/wp-content/uploads/2014/07/Notice-Calmixene-0705131.pdf

Pimethixene is an antihistamine exerting sedative and antitussive properties. Pimethixene displayed high affinity to serotonin 5-HT2A and 2B, histamine H1 and muscarinic acetylcholine M2 receptors. Oral pimethixene used to calm dry cough and irritation coughs in children.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Potency
Histamine H1 receptor 315 Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25666387	Antagonist 2778	10.14 null [pKi]
Muscarinic acetylcholine receptor M2 121 Target ID: CHEMBL211 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25666387	Antagonist 2778	9.38 null [pKi]
Serotonin 2a (5-HT2a) receptor 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25666387	Antagonist 2778	10.22 null [pKi]
Serotonin 2b (5-HT2b) receptor 60 Target ID: CHEMBL1833 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25666387	Antagonist 2778	10.44 null [pKi]

Conditions

Condition	Modality	Highest Phase	Product
Cough 106 Sources: http://www.juvisepharmaceuticals.com/wp-content/uploads/2014/07/Notice-Calmixene-0705131.pdf http://www.bulas.med.br/p/bulas-de-medicamentos/bula/3123/muricalm.htm	Primary	Approved 8429	CALMIXENE Approved Use It is recommended to calm dry cough and irritation coughs in children older than 2 years, especially when they occur in the evening or at night
Allergy 44 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13948138 https://www.ncbi.nlm.nih.gov/pubmed/14084232	Primary	Not Provided 504	Unknown Approved Use Unknown
Asthma 241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14059854 https://www.ncbi.nlm.nih.gov/pubmed/14279395	Primary	Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[ANTIANAPHYLACTIC PROPERTIES OF 9-(N-METHYL-4'-PIPERIDYLIDENE) THIOXANTHENE (BP 400) AND LYSOZYME, COMPARED TO THOSE OF PREDNISONE].	1963	14084232
BP 400 IN BRONCHIAL ASTHMA.	1963	14059854
[Clinical trials of a new antiallergic substance, 9-(N-methyl-4-piperidylidene)-thioxasthene (BP 400)].	1963 Mar 16	13948138
[PRELIMINARY FINDINGS ON THE USE OF 9-(METHYL-4'-PIPERIDYLIDENE)-THIOXANTHENE (BP 400) IN THE TREATMENT OF OBSTRUCTIVE RESPIRATORY INSUFFICIENCY].	1963 Oct	14279395
[Clinical experience with the application of pimethixene in the premedication of children].	1967 Sep	4384909
[On the pharmacology of 9,10-dihydro-10-(1-methyl-4-piperidylidene)-9-anthrol (WA 335), a histamine and serotonin antagonist (author's transl)].	1975 Nov	1049
[New treatment of hyperkinesis in the child: pimethixene].	1978 Jul 15	674966
LuxR-dependent quorum sensing: computer aided discovery of new inhibitors structurally unrelated to N-acylhomoserine lactones.	2010 Aug 1	20615699
BF-1--a novel selective 5-HT2B receptor antagonist blocking neurogenic dural plasma protein extravasation in guinea pigs.	2015 Mar 15	25666387

Patents

Sample Use Guides

In Vivo Use Guide

Children from 24 to 30 months: 2 to 3 dosing cups (graduation at 5 ml) distributed over the day, Children from 30 months to 5 years: 3 to 4 dosing cups (graduation at 5 ml) distributed over the day, Children from 5 to 15 years: 5 to 6 dosing cups (graduation at 5 ml) distributed over the day. The strongest dose will be kept for the evening due to the possibility of drowsiness related with this medicine

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 04:54:44 GMT 2023` Edited by `admin` on `Sat Dec 16 04:54:44 GMT 2023`
Record UNII	U22U244M9X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIMETHIXENE MALEATE

Common Name

English

Pimethixene maleate [WHO-DD]

Common Name

English

1-METHYL-4-(THIOXANTHEN-9-YLIDENE)PIPERIDINE MALEATE

Systematic Name

English

PIMETHIXENE MALEATE SALT

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578