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

Details

Stereochemistry RACEMIC
Molecular Formula C3H8O2
Molecular Weight 76.0944
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPYLENE GLYCOL

SMILES

CC(O)CO

InChI

InChIKey=DNIAPMSPPWPWGF-UHFFFAOYSA-N
InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3

HIDE SMILES / InChI

Molecular Formula C3H8O2
Molecular Weight 76.0944
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

PROPYLENE GLYCOL is a component of SYSTANE® Lubricant. It is used for the temporary relief of burning and irritation due to dryness of the eye.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
SYSTANE LUBRICANT

Approved Use

Uses: - For the temporary relief of burning and irritation due to dryness of the eye.

Launch Date

2003
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.8 mg/mL
20.7 mg 3 times / day steady-state, oral
dose: 20.7 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PROPYLENE GLYCOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
3.23 mg × h/mL
20.7 mg 3 times / day steady-state, oral
dose: 20.7 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PROPYLENE GLYCOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.79 h
20.7 mg 3 times / day steady-state, oral
dose: 20.7 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PROPYLENE GLYCOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
0.8 g/kg 1 times / day multiple, oral (mean)
Dose: 0.8 g/kg, 1 times / day
Route: oral
Route: multiple
Dose: 0.8 g/kg, 1 times / day
Sources:
unhealthy, 13 years
n = 1
Health Status: unhealthy
Condition: refractory myoclonic status epilepticus
Age Group: 13 years
Sex: M
Population Size: 1
Sources:
Other AEs: Distributive shock, Acidosis metabolic...
Other AEs:
Distributive shock
Acidosis metabolic
Sources:
20.7 g 3 times / day multiple, oral
Dose: 20.7 g, 3 times / day
Route: oral
Route: multiple
Dose: 20.7 g, 3 times / day
Co-administed with::
sodium phenytoin(oral solution)
Sources:
unhealthy, 18 - 65 years
n = 16
Health Status: unhealthy
Age Group: 18 - 65 years
Sex: M+F
Population Size: 16
Sources:
Other AEs: Mental disorder NOS...
Other AEs:
Mental disorder NOS (severe, 1 patient)
Sources:
41.4 g 2 times / day multiple, oral
Dose: 41.4 g, 2 times / day
Route: oral
Route: multiple
Dose: 41.4 g, 2 times / day
Co-administed with::
sodium phenytoin(oral solution)
Sources:
unhealthy, 18 - 65 years
n = 6
Health Status: unhealthy
Age Group: 18 - 65 years
Sex: M+F
Population Size: 6
Sources:
Other AEs: Mental disorder NOS...
Other AEs:
Mental disorder NOS (severe, 2 patients)
Sources:
8.64 g single, rectal
Dose: 8.64 g
Route: rectal
Route: single
Dose: 8.64 g
Sources:
healthy, adult
n = 10
Health Status: healthy
Age Group: adult
Population Size: 10
Sources:
173 mg/kg single, rectal
Dose: 173 mg/kg
Route: rectal
Route: single
Dose: 173 mg/kg
Sources:
healthy, children
n = 4
Health Status: healthy
Age Group: children
Population Size: 4
Sources:
AEs

AEs

AESignificanceDosePopulation
Acidosis metabolic
0.8 g/kg 1 times / day multiple, oral (mean)
Dose: 0.8 g/kg, 1 times / day
Route: oral
Route: multiple
Dose: 0.8 g/kg, 1 times / day
Sources:
unhealthy, 13 years
n = 1
Health Status: unhealthy
Condition: refractory myoclonic status epilepticus
Age Group: 13 years
Sex: M
Population Size: 1
Sources:
Distributive shock
0.8 g/kg 1 times / day multiple, oral (mean)
Dose: 0.8 g/kg, 1 times / day
Route: oral
Route: multiple
Dose: 0.8 g/kg, 1 times / day
Sources:
unhealthy, 13 years
n = 1
Health Status: unhealthy
Condition: refractory myoclonic status epilepticus
Age Group: 13 years
Sex: M
Population Size: 1
Sources:
Mental disorder NOS severe, 1 patient
20.7 g 3 times / day multiple, oral
Dose: 20.7 g, 3 times / day
Route: oral
Route: multiple
Dose: 20.7 g, 3 times / day
Co-administed with::
sodium phenytoin(oral solution)
Sources:
unhealthy, 18 - 65 years
n = 16
Health Status: unhealthy
Age Group: 18 - 65 years
Sex: M+F
Population Size: 16
Sources:
Mental disorder NOS severe, 2 patients
41.4 g 2 times / day multiple, oral
Dose: 41.4 g, 2 times / day
Route: oral
Route: multiple
Dose: 41.4 g, 2 times / day
Co-administed with::
sodium phenytoin(oral solution)
Sources:
unhealthy, 18 - 65 years
n = 6
Health Status: unhealthy
Age Group: 18 - 65 years
Sex: M+F
Population Size: 6
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
likely
yes (co-administration study)
Comment: Can't find IC50/Ki values;Propylene glycol inhibited the activity of CYP2El as indicated by 84% reduction in the clearance of 3 mg/kg dose of chlorzoxazone
no
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Practical production of (S)-1,2-propanediol and its derivative through baker's yeast-mediated reduction.
2001
Enantiomeric separation of N-protected amino acids by non-aqueous capillary electrophoresis with dimeric forms of quinine and quinidine derivatives serving as chiral selectors.
2002 Mar 1
Stereoselective oxidation of aliphatic diols and reduction of hydroxy-ketones with galactitol dehydrogenase from Rhodobacter sphaeroides D.
2003
Freezing monolayers of cells without gap junctions.
2003 Apr
Vitrification of ECV304 cell suspensions using solutions containing propane-1,2-diol and trehalose.
2003 Apr
A practical and scaleable synthesis of A-224817.0, a novel nonsteroidal ligand for the glucocorticoid receptor.
2003 Apr 18
[Study on the toxicological effect of chloropropanols on rats].
2003 Jul
Alternative liquid chromatographic method for determination of the methoxyl and 2-hydroxypropoxyl content in cellulose ether derivatives.
2003 Jul-Aug
Cryopreservation of cornea: a low cooling rate improves functional survival of endothelium after freezing and thawing.
2003 Jun
Structural rationalization for the lack of stereospecificity in coenzyme B12-dependent diol dehydratase.
2003 Jun 20
The epimeric 9-oxobicyclo[3.3.1]nonane-3-carboxylic acids: hydrogen-bonding patterns of the endo acid and the lactol of the exo acid.
2003 Mar
Determination of the dermal penetration of esterom components using microdialysis sampling.
2003 Nov
Enantiospecific synthesis of the phospholipase A2 inhibitors (-)-cinatrin C1 and (+)-cinatrin C3.
2003 Oct 21
Protein content of polyhedral organelles involved in coenzyme B12-dependent degradation of 1,2-propanediol in Salmonella enterica serovar Typhimurium LT2.
2003 Sep
Conversion of 2-deoxy-D-ribose into 2-amino-5-(2-deoxy-beta-D-ribofuranosyl)pyridine, 2'-deoxypseudouridine, and other C-(2'-deoxyribonucleosides).
2003 Sep 21
Effect of chronic ritonavir administration on pregnant rats and their fetuses.
2004
Aglacins I-K, three highly methoxylated lignans from Aglaia cordata.
2004 Apr
Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters.
2004 Apr 29
Impaired endothelial function in young women with premature ovarian failure: normalization with hormone therapy.
2004 Aug
Sevoflurane promotes endothelium-dependent smooth muscle relaxation in isolated human omental arteries and veins.
2004 Aug
Chiral ligand exchange capillary electrophoresis using borate anion as a central ion.
2004 Dec
Vitrification of pronuclear-stage mouse embryos on solid surface (SSV) versus in cryotube: comparison of the effect of equilibration time and different sugars in the vitrification solution.
2004 Feb
Scintigraphic sign of functional biliary obstruction is pathognomic for sphincter of Oddi dysfunction.
2004 Jan-Feb
Simultaneous XRD-DSC measurements of water-2-propanol at sub-zero temperatures.
2004 Jul
In vitro-in vivo characterization of release modifying agents for parenteral sustained-release ketorolac formulation.
2004 Jul
Synthesis of optically pure (+)-puraquinonic acid and assignment of absolute configuration to natural (-)-puraquinonic acid. Use of radical cyclization for asymmetric generation of a quaternary center.
2004 Jun 11
Expression of connexins in human preimplantation embryos in vitro.
2004 Jun 2
Close association of endothelial dysfunction with insulin resistance and carotid wall thickening in hypertension.
2004 Mar
Fermentative production of chemicals that can be used for polymer synthesis.
2004 Mar 15
Structure-activity relationships of a novel class of endothelin receptor selective antagonists; 6-carboxy-2-isopropylamino-5,7-diarylcyclopenteno[1,2-b]pyridines.
2004 Mar 22
Glycosidase-inhibiting pyrrolidines and pyrrolizidines with a long side chain in Scilla peruviana.
2004 May
Unprovoked and glyceryl trinitrate-provoked head-up tilt table test is safe in older people: a review of 10 years' experience.
2004 Nov
Endothelial nitric oxide synthase and methylenetetrahydrofolate reductase gene polymorphisms are associated with endothelial dysfunction in young, healthy men.
2004 Oct
Highly stereoselective oxy-Michael additions to alpha,beta-disubstituted nitro olefins: asymmetric synthesis of pseudo-norephedrine derivatives and THP* protected alpha-hydroxy ketones.
2004 Oct 21
Effects of cyclooxygenase inhibition on endothelial function in hypertensive patients treated with angiotensin-converting enzyme inhibitors.
2004 Sep
Pregnancies and births after oocyte cryopreservation.
2004 Sep
Metabolites in ventricular cerebrospinal fluid detected by proton magnetic resonance spectroscopic imaging.
2004 Sep
Design of oligolactone-based scaffolds for bone tissue engineering.
2005
Two (+)-alpha,4-dimethyl-2-oxocyclohexaneacetic acids: hydrogen bonding in a terpenoid gamma-keto acid and in a diastereomeric lactol.
2005 Apr
Design of low-toxic and temperature-sensitive anionic microemulsions using short propyleneglycol alkyl ethers as cosurfactants.
2005 Aug 30
Pentane-1,5-diol as a percutaneous absorption enhancer.
2005 Dec
Identification of the 1,2-propanediol-1-yl radical as an intermediate in adenosylcobalamin-dependent diol dehydratase reaction.
2005 Feb 15
A chemoenzymatic total synthesis of the undecenolide (-)-cladospolide B via a mid-stage ring-closing metathesis and a late-stage photo-rearrangement of the E-isomer.
2005 Mar 21
Novel approach for classifying chemicals according to skin sensitizing potency by non-radioisotopic modification of the local lymph node assay.
2005 Mar-Apr
Are all aciclovir cream formulations bioequivalent?
2005 Nov 4
Patch testing with patients' own cosmetics and toiletries--results of the IVDK*, 1998-2002.
2005 Oct
The diazo route to diazonamide A: studies on the tyrosine-derived fragment.
2005 Oct 21
Virucidal activity of a new hand disinfectant with reduced ethanol content: comparison with other alcohol-based formulations.
2006 Jan
Bifunctional compounds eliciting anti-inflammatory and anti-cholinesterase activity as potential treatment of nerve and blister chemical agents poisoning.
2006 Jan-Feb
Modulation of the rheological and mucoadhesive properties of thermosensitive poloxamer-based hydrogels intended for the rectal administration of quinine.
2006 Mar
Patents

Sample Use Guides

Instill 1 or 2 drops in the affected eye(s) as needed.
Route of Administration: Topical
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:20:47 GMT 2023
Edited
by admin
on Fri Dec 15 15:20:47 GMT 2023
Record UNII
6DC9Q167V3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPYLENE GLYCOL
EP   FCC   FHFI   HSDB   II   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INCI  
Official Name English
ISOPROPYLENE GLYCOL
Common Name English
PROPYLENE GLYCOL [FCC]
Common Name English
1,2-PROPANEDIOL
Systematic Name English
PROPYLENE GLYCOL [INCI]
Common Name English
PROPYLENE GLYCOL [MI]
Common Name English
PROPYLENE GLYCOL [USP MONOGRAPH]
Common Name English
PROPYLENE GLYCOL [VANDF]
Common Name English
KOLLISOLV PG
Brand Name English
GLYCEROL IMPURITY C [EP IMPURITY]
Common Name English
INS-1520
Common Name English
NSC-69860
Code English
PROPYLENE GLYCOL [HSDB]
Common Name English
PROPYLENE GLYCOL [MART.]
Common Name English
(2RS)-PROPANE-1,2-DIOL
Systematic Name English
PROPYLENE GLYCOL [FHFI]
Common Name English
FEMA NO. 2940
Code English
PROPYLENE GLYCOL (SOLVENT)
VANDF  
Common Name English
PROPANEDIOL-
Systematic Name English
MONOPROPYLENE GLYCOL
Systematic Name English
PROPYLENE GLYCOL [USP-RS]
Common Name English
PROPYLENE GLYCOL [WHO-IP]
Common Name English
PROPYLENE GLYCOL [II]
Common Name English
E-1520
Common Name English
PROPYLENE GLYCOL (SOLVENT) [VANDF]
Common Name English
(±)-1,2-PROPANEDIOL
Systematic Name English
METHYL GLYCOL
Common Name English
PROPYLENEGLYCOLUM [WHO-IP LATIN]
Common Name English
1,2-PROPYLENE GLYCOL
Systematic Name English
Propylene glycol [WHO-DD]
Common Name English
KILFROST ABC-S
Brand Name English
PROPYLENE GLYCEROL
Systematic Name English
PROPYLENE GLYCOL [EP MONOGRAPH]
Common Name English
PROPYLENE GLYCOL [JAN]
Common Name English
PROPYLENE GLYCOL DL-FORM [MI]
Common Name English
INS NO.1520
Common Name English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-1520
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
CFR 21 CFR 184.1666
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
CFR 21 CFR 589.1001
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
JECFA EVALUATION INS-1520
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
WHO-VATC QA16QA01
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
DSLD 1156 (Number of products:1)
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
EPA PESTICIDE CODE 68603
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
CFR 21 CFR 349.12
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
CFR 21 CFR 172.850
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
FDA ORPHAN DRUG 98896
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
CFR 21 CFR 582.4666
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
NCI_THESAURUS C82130
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
Code System Code Type Description
DRUG CENTRAL
4024
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
ChEMBL
CHEMBL286398
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
CAS
57-55-6
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
FDA UNII
6DC9Q167V3
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
SMS_ID
100000078520
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PRIMARY
MESH
D019946
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PRIMARY
EVMPD
SUB107763
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
DRUG BANK
DB01839
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PRIMARY
MERCK INDEX
m9238
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY Merck Index
CHEBI
16997
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
MERCK INDEX
m9238
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY Merck Index
WHO INTERNATIONAL PHARMACOPEIA
PROPYLENE GLYCOL
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY Description: A colourless, clear, and viscous liquid; odourless. Miscibility: Miscible with water and ethanol (~750 g/l) TS. Category: Solvent; humectant. Storage: Propylene glycol should be kept in a tightly closed container. Additional information: Propylene glycol is hygroscopic. Boiling range, 185-189 ?C. Identity test: Dissolve 0.1 mL in sufficient water to produce 100 mL, dilute 1 mL to 10 mL, and place 0.5 mL of this solution in a test-tube. Cool in ice, add 5 mL of a cooled mixture of 10 mL of water and 90 mL of sulfuric acid (~1760 g/l) TS, heat on a water-bath at 70 ?C for10 minutes, and cool again. Add 0.2 mL of triketohydrindene/sodium metabisulfite TS; a violet colour slowly appears.
PUBCHEM
1030
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-338-0
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
EVMPD
SUB12566MIG
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID0021206
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PRIMARY
HSDB
174
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
RXCUI
34693
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C29388
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
WIKIPEDIA
PROPYLENE GLYCOL
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
NSC
69860
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
RS_ITEM_NUM
1576708
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PRIMARY
DAILYMED
6DC9Q167V3
Created by admin on Fri Dec 15 15:20:47 GMT 2023 , Edited by admin on Fri Dec 15 15:20:47 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Propylene Glycol(mg/cigarette) Canadian = 1.7 SD(0.2) Imported = 4.7 SD(0.0)
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
no peak value listed in USP-NF
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
NO peak value listed in USP
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY