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

Details

Stereochemistry EPIMERIC
Molecular Formula C14H21NO2
Molecular Weight 235.322
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEREFRINE

SMILES

CN1C[C@H](OC1C(C)(C)C)C2=CC(O)=CC=C2

InChI

InChIKey=ORIOFGXXYYXLNY-UEWDXFNNSA-N
InChI=1S/C14H21NO2/c1-14(2,3)13-15(4)9-12(17-13)10-6-5-7-11(16)8-10/h5-8,12-13,16H,9H2,1-4H3/t12-,13?/m0/s1

HIDE SMILES / InChI
Berefrine (also known as phenylephrine oxazolidine), a prodrug of phenylephrine, is a mydriatic agent. Berefrine was developed for improving ocular absorption and reducing systemic side effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Ocular pharmacokinetics and pharmacodynamics of phenylephrine and phenylephrine oxazolidine in rabbit eyes.
1990 May
Phenylephrine prodrug. Report of clinical trials.
1991 Feb
Name Type Language
BEREFRINE
INN   USAN  
INN   USAN  
Official Name English
PHENOL, 3-(2-(1,1-DIMETHYLETHYL)-3-METHYL-5-OXAZOLIDINYL)-
Systematic Name English
berefrine [INN]
Common Name English
M-((2R,5R)-2-TERT-BUTYL-3-METHYL-5-OXAZOLIDINYL)PHENOL MIXTURE WITH M-((2S,5R)-2-TERT-BUTYL-3-METHYL-5-OXAZOLIDINYL)PHENOL
Common Name English
BEREFRINE [USAN]
Common Name English
3-((5R)-2-TERT-BUTYL-3-METHYL-1,3-OXAZOLIDIN-5-YL)PHENOL
Systematic Name English
2-T-BUTYL-3-METHYL-5-(M-HYDROXYPHENYL)-1,3-OXAZOLIDINE
Systematic Name English
BUREFRINE
Common Name English
Code System Code Type Description
WIKIPEDIA
Berefrine
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USAN
CC-78
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INN
6987
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FDA UNII
378U019DHG
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NCI_THESAURUS
C166649
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EPA CompTox
DTXSID10869448
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CAS
105567-83-7
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PUBCHEM
20055419
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MESH
C050817
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ChEMBL
CHEMBL2104659
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SMS_ID
100000086049
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EVMPD
SUB05780MIG
Created by admin on Fri Dec 15 15:28:50 GMT 2023 , Edited by admin on Fri Dec 15 15:28:50 GMT 2023
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