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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
Molecular Formula C20H31NO3
Molecular Weight 333.465
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C76H52O46
Molecular Weight 1701.1985
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 3
Optical Activity UNSPECIFIED

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

CNS Active
3913
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

1955
116
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 75.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Phase I
428
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:
https://pubmed.ncbi.nlm.nih.gov/3371222
healthy, infant
n = 1
Health Status: healthy
Age Group: infant
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3371222
Disc. AE: Respiratory failure...
AEs leading to
discontinuation/dose reduction:
Respiratory failure (acute, 1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/3371222
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:
https://pubmed.ncbi.nlm.nih.gov/32164969
unhealthy
Health Status: unhealthy
Condition: productive cough
Sources:
https://pubmed.ncbi.nlm.nih.gov/32164969
Sources:
https://pubmed.ncbi.nlm.nih.gov/32164969
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:
https://pubmed.ncbi.nlm.nih.gov/3371222
healthy, infant
n = 1
Health Status: healthy
Age Group: infant
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/3371222
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
inhibitor
1612

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
hERG
1647
Sourcing

Sourcing

Vendor/AggregatorIDURL
3B Scientific (Wuhan) Corp
3B2-0170
http://www.3bsc.com/index/pro_info.php?id=19526
AA Blocks
AA008NGW
https://www.aablocks.com/goods/Goods/detail?id=AA008NGW
AHH Chemical co.,ltd
API-1156
http://www.ahhchemical.com/product/API-1156.html
AK Scientific, Inc. (AKSCI)
K344
http://www.aksci.com/item_detail.php?cat=K344
Achemtek
0104-021321
http://www.achemtek.com/77-23-6
Alichem
19117081
http://www.alichem.com/en/products/77-23-6.html
Ambinter
Amb15692761
http://www.ambinter.com/reference/15692761
BLD Pharm
BD119984
http://www.bldpharm.com/products/77-23-6.html
BioSynth
W-104325
https://www.biosynth.com/en/products/chemical-intermediates/advanced-intermediates/products/W-104325.html
ChemMol
49401505
http://www.chemmol.com/chemmol/49401505.html
ChemMol
49425998
http://www.chemmol.com/chemmol/49425998.html
Chemspace
CSSB00020617750
https://chem-space.com/CSSB00020617750
Debye Scientific
DB-056191
http://www.debyesci.com/cas_77-23-6.html
Finetech
FT-0603066
http://www.finetechnology-ind.com/prod/detail/pub/77-23-6.html
Hairui
HR129976
http://www.hairuichem.com/en/product/77-23-6.html
Lab Network
LN00200057
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00200057
MolPort
MolPort-006-110-223
https://www.molport.com/shop/molecule-link/MolPort-006-110-223
Parchem
28451
http://www.parchem.com/chemical-supplier-distributor/Carbetapentane-018451.aspx
Selleck Chemicals
S0869
https://www.selleckchem.com/products/carbetapentane.html
Smolecule
S591881
https://www.smolecule.com/products/s591881
THE BioTek
bt-315140
https://www.thebiotek.com/product/others/bt-315140
eNovation Chemicals
Y1079688
https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1079688
iChemical
EBD21767
http://www.ichemical.com/chemicals/cas-77-23-6
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
Capacitive sensors using electropolymerized o-phenylenediamine film doped with ion-pair complex as selective elements for the determination of pentoxyverine.
2004 Jun 17
Study on the enhancement of Ru(bpy)3(2+) electrochemiluminescence by nanogold and its application for pentoxyverine detection.
2005 Dec
Anti-proliferative activity of haloperidol in B16 mouse and human SK-MEL-28 melanoma cell lines.
2005 Oct
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
Effects of common antitussive drugs on the hERG potassium channel current.
2008 Dec
[Quantification of pentoxyverine citrate in human plasma by LC-ESI/MS method and its application].
2009 Dec
Patents

Patents

8877749
4
CA2372535
4
CN1660113
4
US6455727
4
US6586469
4
WO1992017177
4

Sample Use Guides

In Vivo Use Guide
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:48:26 GMT 2023
Edited
by admin
on Fri Dec 15 17:48:26 GMT 2023
Record UNII
23K1F351T7
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
Structure of PENTOXYVERINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PENTOXYVERINE
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