Pipazethate

Identification

Name
Pipazethate
Accession Number
DB08796
Type
Small Molecule
Groups
Approved
Description

A non-narcotic oral antitussive agent.

Structure
Thumb
Synonyms
  • Pipazetate
External IDs
D-254 / SK&F 70230-A / SQ 15,874
International/Other Brands
Theratuss (Bristol-Myers Squibb)
Categories
UNII
M5EK1T5V2L
CAS number
2167-85-3
Weight
Average: 399.507
Monoisotopic: 399.161662371
Chemical Formula
C21H25N3O3S
InChI Key
DTVJXCOMJLLMAK-UHFFFAOYSA-N
InChI
InChI=1S/C21H25N3O3S/c25-21(27-16-15-26-14-13-23-11-4-1-5-12-23)24-17-7-2-3-8-18(17)28-19-9-6-10-22-20(19)24/h2-3,6-10H,1,4-5,11-16H2
IUPAC Name
2-[2-(piperidin-1-yl)ethoxy]ethyl 9-thia-2,4-diazatricyclo[8.4.0.0³,⁸]tetradeca-1(14),3(8),4,6,10,12-hexaene-2-carboxylate
SMILES
O=C(OCCOCCN1CCCCC1)N1C2=CC=CC=C2SC2=C1N=CC=C2

Pharmacology

Indication

For the treatment of cough.

Structured Indications
Not Available
Pharmacodynamics

Antitussive agents act centrally on the medullary cough center.

Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
  • Humans and other mammals
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
DexketoprofenThe risk or severity of adverse effects can be increased when Dexketoprofen is combined with Pipazethate.Approved, Investigational
MecamylamineThe risk or severity of adverse effects can be increased when Pipazethate is combined with Mecamylamine.Approved
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB15686
KEGG Drug
D05484
PubChem Compound
22425
PubChem Substance
99445266
ChemSpider
21046
ChEBI
135635
ChEMBL
CHEMBL2104900
PharmGKB
PA165958415
Wikipedia
Pipazetate
ATC Codes
R05DB11 — PipazetateG01AE10 — Combinations of sulfonamides

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0415 mg/mLALOGPS
logP3.4ALOGPS
logP3.77ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area54.9 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity111.43 m3·mol-1ChemAxon
Polarizability42.86 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9935
Blood Brain Barrier+0.9889
Caco-2 permeable-0.5763
P-glycoprotein substrateSubstrate0.565
P-glycoprotein inhibitor IInhibitor0.8319
P-glycoprotein inhibitor IIInhibitor0.7211
Renal organic cation transporterNon-inhibitor0.6347
CYP450 2C9 substrateNon-substrate0.7316
CYP450 2D6 substrateNon-substrate0.6871
CYP450 3A4 substrateNon-substrate0.5906
CYP450 1A2 substrateInhibitor0.6103
CYP450 2C9 inhibitorInhibitor0.7532
CYP450 2D6 inhibitorNon-inhibitor0.8866
CYP450 2C19 inhibitorInhibitor0.6909
CYP450 3A4 inhibitorInhibitor0.6127
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9385
Ames testNon AMES toxic0.7007
CarcinogenicityNon-carcinogens0.9406
BiodegradationNot ready biodegradable0.9886
Rat acute toxicity2.8837 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9363
hERG inhibition (predictor II)Inhibitor0.69
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
Kingdom
Organic compounds
Super Class
Organosulfur compounds
Class
Thioethers
Sub Class
Aryl thioethers
Direct Parent
Diarylthioethers
Alternative Parents
Benzothiazines / Pyridines and derivatives / Piperidines / 1,4-thiazines / Imidolactams / Benzenoids / Heteroaromatic compounds / Carbamate esters / Trialkylamines / Organic carbonic acids and derivatives
show 6 more
Substituents
Diarylthioether / Benzothiazine / Para-thiazine / Piperidine / Pyridine / Imidolactam / Benzenoid / Heteroaromatic compound / Carbamic acid ester / Carbonic acid derivative
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on October 08, 2010 16:04 / Updated on November 09, 2017 04:40