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Details

Stereochemistry ABSOLUTE
Molecular Formula C76H52O46.C20H31NO3
Molecular Weight 2034.6635
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTOXYVERINE TANNATE

SMILES

CCN(CC)CCOCCOC(=O)C1(CCCC1)C2=CC=CC=C2.OC3=CC(=CC(O)=C3O)C(=O)OC4=CC(=CC(O)=C4O)C(=O)OC[C@H]5O[C@@H](OC(=O)C6=CC(O)=C(O)C(OC(=O)C7=CC(O)=C(O)C(O)=C7)=C6)[C@H](OC(=O)C8=CC(O)=C(O)C(OC(=O)C9=CC(O)=C(O)C(O)=C9)=C8)[C@@H](OC(=O)C%10=CC(O)=C(O)C(OC(=O)C%11=CC(O)=C(O)C(O)=C%11)=C%10)[C@@H]5OC(=O)C%12=CC(O)=C(O)C(OC(=O)C%13=CC(O)=C(O)C(O)=C%13)=C%12

InChI

InChIKey=LILZIIRVLKMYCP-HBNMXAOGSA-N
InChI=1S/C76H52O46.C20H31NO3/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26;1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18/h1-20,52,63-65,76-101H,21H2;5-7,10-11H,3-4,8-9,12-17H2,1-2H3/t52-,63-,64+,65-,76+;/m1./s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created using several sources including: http://www.ncbi.nlm.nih.gov/pubmed/3768695 | http://www.ncbi.nlm.nih.gov/pubmed/8057277 | https://www.drugs.com/cdi/solotuss-suspension.html | http://www.drugsupdate.com/generic/view/1197/Pentoxyverine

Pentoxyverine is a non-opioid antitussive used to prevent cough caused by common cold. It is used as an active ingredient of several oral over-the-counter cough suppressants alone or in combination with other medications, especially decongestants. Certuss is a combination of pentoxyverine and guaifenesin. Pentoxyverine is FDA pregnancy category C drug. Known as anticonvulsant, and spasmolytic agent.

CNS Activity

Curator's Comment: Carbetapentane bindinding with high affinity to the in the brain of rats potentiated the effects of the prototypic antiepileptic drug diphenylhydantoin.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
75.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
30 mg 3 times / day multiple, oral (mother), breasteeding (infant)
Overdose
Dose: 30 mg, 3 times / day
Route: oral (mother), breasteeding (infant)
Route: multiple
Dose: 30 mg, 3 times / day
Sources:
healthy, infant
n = 1
Health Status: healthy
Age Group: infant
Population Size: 1
Sources:
Disc. AE: Respiratory failure...
AEs leading to
discontinuation/dose reduction:
Respiratory failure (acute, 1 patient)
Sources:
100 mg 1 times / day multiple, oral
Highest studied dose
Dose: 100 mg, 1 times / day
Route: oral
Route: multiple
Dose: 100 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: productive cough
Sources:
AEs

AEs

AESignificanceDosePopulation
Respiratory failure acute, 1 patient
Disc. AE
30 mg 3 times / day multiple, oral (mother), breasteeding (infant)
Overdose
Dose: 30 mg, 3 times / day
Route: oral (mother), breasteeding (infant)
Route: multiple
Dose: 30 mg, 3 times / day
Sources:
healthy, infant
n = 1
Health Status: healthy
Age Group: infant
Population Size: 1
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Propiverine-induced Parkinsonism: a case report and a pharmacokinetic/pharmacodynamic study in mice.
2000 May
A non-potentiometric sensing method for the determination of pentoxyverine with PQC sensors based on ion-pair complexes.
2001 Dec
Cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use; final rule for over-the-counter antitussive drug products; technical amendment. Final rule, technical amendment.
2007 Nov 30
Patents

Sample Use Guides

Pentoxyverine citrate or hydrochloride salts for adults up to 180 mg/day can be prescribed in divided doses. Pentoxyverine should be taken with food
Route of Administration: Oral
In Vitro Use Guide
1-5 mg/kg inhibited citric-acid-induced cough in guinea-pigs
Name Type Language
PENTOXYVERINE TANNATE
WHO-DD  
Common Name English
CYCLOPENTANECARBOXYLIC ACID, 1-PHENYL-, 2-(2-(DIETHYLAMINO)ETHOXY)ETHYL ESTER, TANNATE
Common Name English
CARBETAPENTANE TANNATE [VANDF]
Common Name English
Pentoxyverine tannate [WHO-DD]
Common Name English
CARBETAPENTANE TANNATE
VANDF  
Common Name English
Code System Code Type Description
EVMPD
SUB14802MIG
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
FDA UNII
23K1F351T7
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
MESH
C018861
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
CAS
1406-98-0
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
PUBCHEM
155491346
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY PUBCHEM
DRUG BANK
DBSALT002765
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
RXCUI
221070
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
Carbetapentane tannate
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY
SMS_ID
100000088537
Created by admin on Fri Dec 15 17:48:26 GMT 2023 , Edited by admin on Fri Dec 15 17:48:26 GMT 2023
PRIMARY