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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H14N2S.C4H6O6
Molecular Weight 356.394
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PYRANTEL TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1CCCN=C1\C=C\C2=CC=CS2

InChI

InChIKey=VWRCYAZJKNPEQR-NIEARKAZSA-N
InChI=1S/C11H14N2S.C4H6O6/c1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10;5-1(3(7)8)2(6)4(9)10/h2,4-6,9H,3,7-8H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/b6-5+;/t;1-,2-/m.1/s1

HIDE SMILES / InChI
Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula C11H14N2S
Molecular Weight 206.307
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.drugs.com/monograph/pyrantel-pamoate.html

Pyrantel is an anthelmintic, which acts as an agonist of nicotinic receptors (AChRs) of nematodes and exerts its therapeutic effects by depolarizing their muscle membranes. It is used to treat a number of parasitic worm infections. This includes ascariasis, hookworm infections, enterobiasis (pinworm infection), trichostrongyliasis and trichinellosis. Common adverse reactions include diarrhea, nausea, vomiting, dizziness, headache and somnolence.

Originator

Approval Year

1971
86
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
Agonist
2678
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
Strongid

Approved Use

Drug is indicated for the removal and control of mature infections of large strongyles (Strongylus vulgaris, S. edentatus, S. equinus); small strongyles; pinworms (Oxyuris equi); and large roundworms (Parascaris equorum) in horses and ponies.

Launch Date

1990
Curative
Approved
8429
Strongid

Approved Use

Drug is indicated for the removal and control of mature infections of large strongyles (Strongylus vulgaris, S. edentatus, S. equinus); small strongyles; pinworms (Oxyuris equi); and large roundworms (Parascaris equorum) in horses and ponies.

Launch Date

1990
Curative
Approved
8429
Strongid

Approved Use

Drug is indicated for the removal and control of mature infections of large strongyles (Strongylus vulgaris, S. edentatus, S. equinus); small strongyles; pinworms (Oxyuris equi); and large roundworms (Parascaris equorum) in horses and ponies.

Launch Date

1990
Curative
Approved
8429
Strongid

Approved Use

Pyrantel pamoate is indicated for the removal and control of mature infections of large strongyles (Strongylus vulgaris, S. edentatus, S. equinus); small strongyles; pinworms (Oxyuris equi); large roundworms (Parascaris equorum) and tapeworms (Anoplocephala perfoliata) in horses and ponies.

Launch Date

1990
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.09 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/11348490/
13.3 mg/kg single, oral
dose: 13.3 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
PYRANTEL plasma
Equus caballus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1.06 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/11348490/
13.3 mg/kg single, oral
dose: 13.3 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
PYRANTEL plasma
Equus caballus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
13.43 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/11348490/
13.3 mg/kg single, oral
dose: 13.3 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
PYRANTEL plasma
Equus caballus
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
substrate
1737
substrate
1037
substrate
1217

OverviewOther

Other InhibitorOther SubstrateOther Inducer
CYP1A1
349

CYP2C8
693

CYP1A2
1054

CYP2A6
543

CYP1B1
92

CYP2B6
664

CYP2C19
991

CYP2E1
667

CYP3A5
395

CYP4A11
119
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP1A2
1054
 no
CYP1B1
92
 no
CYP2A6
543
 no
CYP2B6
664
 no
CYP2C19
991
 no
CYP2E1
667
 no
CYP3A4
1737
 no
CYP3A5
395
 no
CYP4A11
119
 no
CYP1A1
349
 yes
CYP2C8
693
 yes
CYP2C9
1037
 yes
CYP2D6
1217
 yes
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:8654
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:8654
MolPort
MolPort-002-707-681
https://www.molport.com/shop/molecule-link/MolPort-002-707-681
ZINC
ZINC000000097996
http://zinc15.docking.org/substances/ZINC000000097996
PubMed

PubMed

TitleDatePubMed
Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s.
2001 Jan
Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data.
2003 Sep
Patents

Patents

CN104292242A
3
US5036069
3
US7001889
3

Sample Use Guides

In Vitro Use Guide
A modified methyl-thiazolyltetrazolium (MTT) reduction assay revealed good in vitro anthelmintic efficacies against Haemonchus contortus infective larvae for pyrantel tartrate at effective dose 0.1 ug/ul – 0.9 ug/ul.
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:09:03 GMT 2023
Edited
by admin
on Sat Dec 16 05:09:03 GMT 2023
Record UNII
SC82VF0480
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRANTEL TARTRATE
GREEN BOOK   MI   USAN   USP-RS  
USAN  
Official Name English
PYRANTEL TARTRATE [USAN]
Common Name English
TRANS-1-METHYL-1,4,5,6-TETRAHYDRO-2-(2-(THIENYL)VINYL)PYRIMIDINE TARTRATE
Systematic Name English
(E)-1,4,5,6-Tetrahydro-1-methyl-2-[2-(2-thienyl)vinyl]pyrimidine tartrate (1:1)
Common Name English
PYRANTEL BITARTRATE
Common Name English
PYRANTEL TARTRATE [GREEN BOOK]
Common Name English
PYRANTEL TARTRATE [USP-RS]
Common Name English
CP-10,423-18
Code English
PYRIMIDINE, 1,4,5,6-TETRAHYDRO-1-METHYL-2-(2-(2-THIENYL)VINYL)-, (E)-, TARTRATE (1:1)
Common Name English
PYRANTEL TARTRATE [MI]
Common Name English
PYRIMIDINE, 1,4,5,6-TETRAHYDRO-1-METHYL-2-(2-(2-THIENYL)ETHENYL)-, (E)-, (R-(R*,R*))-2,3-DIHYDROXYBUTANEDIOATE (1:1)
Common Name English
PYRANTEL TARTRATE [USP MONOGRAPH]
Common Name English
STRONGID
Brand Name English
Classification Tree Code System Code
CFR 21 CFR 520.2046
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
CFR 21 CFR 520.2045
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
CFR 21 CFR 556.560
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
NCI_THESAURUS C250
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
Code System Code Type Description
PUBCHEM
6434144
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
RS_ITEM_NUM
1584105
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
CAS
33401-94-4
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
DRUG BANK
DBSALT001617
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID4048858
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
RXCUI
2197593
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
CAS
7085-69-0
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
ALTERNATIVE
ChEMBL
CHEMBL1626223
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
SMS_ID
300000023773
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
FDA UNII
SC82VF0480
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
ECHA (EC/EINECS)
251-501-8
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
DAILYMED
SC82VF0480
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
MERCK INDEX
m9336
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C90731
Created by admin on Sat Dec 16 05:09:03 GMT 2023 , Edited by admin on Sat Dec 16 05:09:03 GMT 2023
PRIMARY
Related Record Type Details
Structure of TARTARIC ACID
PARENT -> SALT/SOLVATE
Structure of PYRANTEL
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PYRANTEL
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