U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H10O2
Molecular Weight 150.1745
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PAROXYPROPIONE

SMILES

CCC(=O)C1=CC=C(O)C=C1

InChI

InChIKey=RARSHUDCJQSEFJ-UHFFFAOYSA-N
InChI=1S/C9H10O2/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3

HIDE SMILES / InChI

Molecular Formula C9H10O2
Molecular Weight 150.1745
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/14880602

Paroxypropione (brand names Frenantol, Frenormon, Hypophenon, Paroxon, Possipione, Profenone is a synthetic, non-steroidal estrogen that has been used medically as an antigonadotropin in Spain and Italy. Paroxypropione was first synthesized in 1902. Its antigonadotropic properties were discovered in 1951 and it entered clinical use shortly thereafter. Paroxypropione is a product from the oxidative splitting of stilbestrol, with a low degree of estrogenicity, has been found a valuable drug for checking the growth of lung metastases secondary to certain malignant tumors such as chorionepitheliomas or nephrobiastomas. As the drug possesses relatively low affinity for the estrogen receptor and must be given at high dosages to achieve significant estrogenic and antigonadotropic action.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
150.56 µM [IC50]
176.0 µM [IC50]
293.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Frenantol

Approved Use

Indications: pituitary hyperactivity
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Synthesis of N-[4-[1-ethyl-2-(2,4-diaminofuro[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid as an antifolate.
2002 Apr 25
Anaerobic biodegradation of 4-alkylphenols in a paddy soil microcosm supplemented with nitrate.
2007 Aug
Minor secondary metabolic products from the stem bark of Plumeria rubra Linn. displaying antimicrobial activities.
2010 Apr
Chemical composition, antibacterial and antioxidant activity of the essential oil of Bupleurum longiradiatum.
2010 Jul
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Paroxypropione inhibits 17b-HSD3 with IC50 150.56 uM
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:58:13 UTC 2023
Edited
by admin
on Fri Dec 15 14:58:13 UTC 2023
Record UNII
X9952001TG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PAROXYPROPIONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
paroxypropione [INN]
Common Name English
4'-HYDROXYPROPIOPHENONE
Systematic Name English
H-365
Code English
PAROXYPROPIONE [MI]
Common Name English
B-360
Code English
NSC-2834
Code English
Paroxypropione [WHO-DD]
Common Name English
P-HYDROXYPROPIOPHENONE [JAN]
Common Name English
P-HYDROXYPROPIOPHENONE
JAN  
Common Name English
H 365
Code English
PAROXYPROPIONE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C547
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
Code System Code Type Description
SMS_ID
100000082799
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
EVMPD
SUB09632MIG
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
DRUG CENTRAL
2069
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
MERCK INDEX
m8419
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY Merck Index
RXCUI
133070
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY RxNorm
FDA UNII
X9952001TG
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
INN
15
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
WIKIPEDIA
Paroxypropione
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
CAS
70-70-2
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
ChEMBL
CHEMBL312311
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
EPA CompTox
DTXSID8023426
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
PUBCHEM
6271
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
NSC
2834
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-743-2
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
NCI_THESAURUS
C90867
Created by admin on Fri Dec 15 14:58:13 UTC 2023 , Edited by admin on Fri Dec 15 14:58:13 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY