ContaminantDB: Dipivefrin hydrochloride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:10:57 UTC

Update Date

2016-11-09 01:15:47 UTC

Accession Number

CHEM018355

Identification

Common Name

Dipivefrin hydrochloride

Class

Small Molecule

Description

The hydrochloride salt of dipivefrin. It is used topically as eye drops to reduce intra-ocular pressure in the treatment of open-angle glaucoma or ocular hypertension.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(3',4'-Dipivaloyloxyphenyl)-2-methylamino-1-ethanol hydrochloride	ChEBI
4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diyl bis(2,2-dimethylpropanoate) hydrochloride	ChEBI
Dipivefrin HCL	ChEBI
Dipivefrine HCL	ChEBI
Dipivefrine hydrochloride	ChEBI
Propine	Kegg
4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diyl bis(2,2-dimethylpropanoic acid) hydrochloride	Generator
Dipivefrin, (R)-isomer	MeSH
Dipivaloylepinephrine	MeSH
Dipivefrin	MeSH
Dipivefrin tartrate (1:1), (+-)-(R-(r,r))-isomer	MeSH
Dipoquin	MeSH
Dipivefrin monophosphate, (+-)-isomer	MeSH
Dipivefrin perchlorate	MeSH
Diopine	MeSH
Dipivefrin hydrochloride, (+-)-isomer	MeSH
Dipivefrin acetate, (+-)-isomer	MeSH
PMS-Dipivefrin	MeSH
Glaudrops	MeSH
Dipivefrin monosulfate, (+-)-isomer	MeSH
Dipivefrin citrate (1:1), (+-)-isomer	MeSH
Dipivefrin propanoate, (+-)-isomer	MeSH
D Epifrin	MeSH
Dipivefrin tartrate (1:1), (R)-(R-(r,r))-isomer	MeSH
Dipivalyl epinephrine	MeSH
Ratio-dipivefrin	MeSH
Dipivefrin nitrate, (+-)-isomer	MeSH
Glaucothil	MeSH
Adrenaline dipivalate	MeSH
Apo-dipivefrin	MeSH
Pharmascience brand OF dipivefrin hydrochloride	MeSH
Ratiopharm brand OF dipivefrin hydrochloride	MeSH
Alcon brand OF dipivefrin hydrochloride	MeSH
Apotex brand OF dipivefrin hydrochloride	MeSH
Pharm-allergan brand OF dipivefrin hydrochloride	MeSH
Allergan brand OF dipivefrin hydrochloride	MeSH
Ioquin brand OF dipivefrin hydrochloride	MeSH

Chemical Formula

C₁₉H₃₀ClNO₅

Average Molecular Mass

387.898 g/mol

Monoisotopic Mass

387.181 g/mol

CAS Registry Number

64019-93-8

IUPAC Name

2-[(2,2-dimethylpropanoyl)oxy]-5-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate hydrochloride

Traditional Name

dipivefrin hydrochloride

SMILES

Cl.CNCC(O)C1=CC(OC(=O)C(C)(C)C)=C(OC(=O)C(C)(C)C)C=C1

InChI Identifier

InChI=1S/C19H29NO5.ClH/c1-18(2,3)16(22)24-14-9-8-12(13(21)11-20-7)10-15(14)25-17(23)19(4,5)6;/h8-10,13,20-21H,11H2,1-7H3;1H

InChI Key

VKFAUCPBMAGVRG-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Secondary aliphatic amine
Secondary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic alcohol
Hydrochloride
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydrochloride (CHEBI:4647 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	3.17	ALOGPS
logP	3.71	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.86 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	94.94 m³·mol⁻¹	ChemAxon
Polarizability	38.79 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-85f258b6866e6216cacf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0009000000-85f258b6866e6216cacf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0009000000-85f258b6866e6216cacf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-cc49055a2c4dcc42c314	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-cc49055a2c4dcc42c314	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0009000000-cc49055a2c4dcc42c314	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT000626

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Dipivefrine

Chemspider ID

Not Available

ChEBI ID

4647

PubChem Compound ID

71486

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Dipivefrin hydrochloride (CHEM018355)

Structure for CHEM018355: Dipivefrin hydrochloride