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2D Structure
Also known as: 1,2-propanediol, Propane-1,2-diol, 57-55-6, 1,2-propylene glycol, 1,2-dihydroxypropane, 2-hydroxypropanol
Molecular Formula
C3H8O2
Molecular Weight
76.09  g/mol
InChI Key
DNIAPMSPPWPWGF-UHFFFAOYSA-N
FDA UNII
6DC9Q167V3

A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
propane-1,2-diol
2.1.2 InChI
InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3
2.1.3 InChI Key
DNIAPMSPPWPWGF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(CO)O
2.2 Other Identifiers
2.2.1 UNII
6DC9Q167V3
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1,2 Propanediol

2. 1,2-propanediol

3. Glycol, Propylene

4. Monohydrate, Propylene Glycol

5. Propan-1,2-diol

6. Propylene Glycol Monohydrate

7. Propylene Glycol Sodium Salt

8. Propylene Glycol, (+-)-isomer

9. Propylene Glycol, (r)-isomer

10. Propylene Glycol, (s)-isomer

2.3.2 Depositor-Supplied Synonyms

1. 1,2-propanediol

2. Propane-1,2-diol

3. 57-55-6

4. 1,2-propylene Glycol

5. 1,2-dihydroxypropane

6. 2-hydroxypropanol

7. Isopropylene Glycol

8. Methylethyl Glycol

9. Methylethylene Glycol

10. Monopropylene Glycol

11. Dowfrost

12. Sirlene

13. Trimethyl Glycol

14. Alpha-propyleneglycol

15. Propylene Glycol Usp

16. 2,3-propanediol

17. Solargard P

18. Solar Winter Ban

19. Methyl Glycol

20. Dl-propylene Glycol

21. Dl-1,2-propanediol

22. Ucar 35

23. Sentry Propylene Glycol

24. 1,2-propylenglykol

25. (rs)-1,2-propanediol

26. Fema No. 2940

27. (+-)-1,2-propanediol

28. Pg 12

29. (+-)-propylene Glycol

30. Caswell No. 713

31. Kilfrost Abc-s

32. (+/-)-1,2-propanediol

33. Alpha-propylene Glycol

34. 1,2-propylenglykol [german]

35. Ccris 5929

36. Hsdb 174

37. Kollisolv Pg

38. .alpha.-propylene Glycol

39. Ai3-01898

40. 1,2-propandiol

41. Propylenglycol

42. Nsc 69860

43. Sdm No. 27

44. 1,2-propane-diol

45. Epa Pesticide Chemical Code 068603

46. L-1,2-propanediol

47. Chebi:16997

48. Hoch2ch(oh)me

49. Mech(oh)ch2oh

50. S-(+)-propylene Glycol

51. 1000pg

52. Ch3ch(oh)ch2oh

53. Hoch2ch(oh)ch3

54. Mfcd00064272

55. Nsc-69860

56. 1,2-(rs)-propanediol

57. Ins No.1520

58. Propylene Glycol (solvent)

59. Ins-1520

60. 1,2-propanediol (8ci,9ci)

61. 6dc9q167v3

62. 1, 2-propanediol

63. 123120-98-9

64. Ncgc00090739-02

65. Dsstox_cid_1206

66. ( Inverted Exclamation Marka)-1,2-propanediol

67. E-1520

68. Dsstox_rid_76010

69. Dsstox_gsid_21206

70. Prolugen

71. Propylene-glycol

72. Ilexan P

73. General Lube

74. 1,2-(rs)-propanediol; 1,2-dihydroxypropane; 1,2-propylene Glycol

75. Propylene Glycol (propane-1,2-diol)

76. Cas-57-55-6

77. 1,2 Propanediol

78. 1,2-propane Diol

79. All Purpose Lubricant

80. Einecs 200-338-0

81. Brn 1340498

82. Propyleneglycol

83. Propylene Glycol [usp:jan]

84. Unii-6dc9q167v3

85. Propyleneglycolum

86. Mfcd00004539

87. Mfcd00066248

88. Propylene Glycerol

89. 1-2-propanediol

90. 1.2-propanediol

91. 1,2 -propanediol

92. 1,2-propyleneglycol

93. Ls-1391

94. Propanediol-

95. Propylene Glycol (tn)

96. Racemic Propylene Glycol

97. Propylene Glycol Dl-form

98. Racemic 1,2-propanediol

99. Jeffcool P150

100. Propylene Glycol 50/50

101. Bmse000302

102. Epitope Id:161748

103. Ec 200-338-0

104. Propylene Glycol Cefatrizine

105. Dsstox_rid_78594

106. Propylene Glycol, Fcc, Fg

107. Dsstox_gsid_27863

108. 3-01-00-02142 (beilstein Handbook Reference)

109. 4254-16-4

110. Mls001055394

111. Propylene Glycol [ii]

112. Propylene Glycol [mi]

113. Wln: Qy1&1q

114. Propylene Glycol Reagent Grade

115. Propylene Glycol [fcc]

116. Propylene Glycol [jan]

117. Chembl286398

118. Propylene Glycol (jp17/usp)

119. 1,2-propanediol, Acs Reagent

120. Glycol, Polypropylene (p400)

121. Glycol, Polypropylene (p750)

122. Propylene Glycol [fhfi]

123. Propylene Glycol [hsdb]

124. Propylene Glycol [inci]

125. Dtxsid0021206

126. Propylene Glycol [vandf]

127. (.+/-.)-1,2-propanediol

128. 1,2-pdo

129. Glycol, Polypropylene (p1200)

130. Propylene Glycol [mart.]

131. Poly(propyleneglycol)averagemw400

132. Propylene Glycol [usp-rs]

133. Propylene Glycol [who-dd]

134. Propylene Glycol [who-ip]

135. Hms3039o11

136. Propylene Glycol (fragrance Grade)

137. Propylene Glycol, Industrial Grade

138. (2rs)-propane-1,2-diol

139. 1,2-propanediol, Lr, >=99%

140. Bcp23677

141. Crb71005

142. Hy-y0921

143. Nsc35747

144. Nsc35748

145. Nsc35749

146. Nsc69860

147. Tox21_111003

148. Tox21_201812

149. Tox21_300006

150. Tox21_301441

151. 1,2-propanediol, Usp, 99.5%

152. Bbl011472

153. Nsc-35747

154. Nsc-35748

155. Nsc-35749

156. Stl146584

157. 1,2-propanediol, Analytical Standard

158. 1,2-propanediol, Puriss., 99.5%

159. Akos000121049

160. Akos016355793

161. Propylene Glycol Dl-form [mi]

162. Db01839

163. Propylene Glycol [ep Monograph]

164. Sb44656

165. Sb44657

166. Poly(propylene Glycol) Average Mw 400

167. Propylene Glycol [usp Monograph]

168. Propyleneglycolum [who-ip Latin]

169. Ncgc00090739-01

170. Ncgc00090739-03

171. Ncgc00090739-04

172. Ncgc00254159-01

173. Ncgc00255183-01

174. Ncgc00259361-01

175. Poly(propylene Glycol) Average Mw 1000

176. Poly(propylene Glycol) Average Mw 2000

177. Poly(propylene Glycol) Average Mw 3000

178. 1,2-propanediol, Reagentplus(r), 99%

179. Bp-21014

180. E490

181. Glycerol Impurity C [ep Impurity]

182. Smr000677948

183. Sy003769

184. Sy003770

185. Cas-25322-69-4

186. Db-013280

187. Propylene Glycol (solvent) [vandf]

188. 1,2-propanediol 100 Microg/ml In Methanol

189. 1,2-propanediol, Acs Reagent, >=99.5%

190. 1,2-propanediol, Reagentplus(r), >=99%

191. Cs-0015917

192. E1520

193. Ft-0605030

194. Ft-0605236

195. Ft-0606483

196. P0485

197. S6258

198. 1,2-propanediol 10000 Microg/ml In Ethanol

199. 1,2-propanediol, Analytical Reference Material

200. 1,2-propanediol, Tested According To Ph.eur.

201. C00583

202. D00078

203. 1,2-propanediol 100 Microg/ml In Acetonitrile

204. 1,2-propanediol, P.a., Acs Reagent, 99.5%

205. 1,2-propanediol, Saj First Grade, >=99.0%

206. 1,2-propanediol, Saj Special Grade, >=99.0%

207. 1,2-propanediol, Vetec(tm) Reagent Grade, 98%

208. Propylene Glycol, Meets Usp Testing Specifications

209. Q161495

210. J-502273

211. F1908-0071

212. Z1939437503

213. 1,2-propanediol, Puriss. P.a., Acs Reagent, >=99.5% (gc)

214. Propylene Glycol, British Pharmacopoeia (bp) Reference Standard

215. Poly[oxy(methyl-1,2-ethanediyl)], .alpha.-hydro-.omega.-hydroxy-

216. Propylene Glycol, European Pharmacopoeia (ep) Reference Standard

217. Propylene Glycol, United States Pharmacopeia (usp) Reference Standard

218. 1,2-propanediol, Meets Analytical Specification Of Ph. Eur., Bp, Usp, >=99.5%

219. Propylene Glycol, Pharmaceutical Secondary Standard; Certified Reference Material

220. Soybean Oil,polymer With Benzoic Acid,pentaerythritol,phthalic Anhydride And Propylene Glycol

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 76.09 g/mol
Molecular Formula C3H8O2
XLogP3-0.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass76.052429494 g/mol
Monoisotopic Mass76.052429494 g/mol
Topological Polar Surface Area40.5 Ų
Heavy Atom Count5
Formal Charge0
Complexity20.9
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Propylene glycol is used as a vehicle for IV administration of drugs such as lorazepam, etomidate, phenytoin, diazepam, digoxin, hydralazine, esmolol, chlordiazepoxide, multivitamins, nitroglycerin, pentobarbital sodium, phenobarbital sodium, and trimethoprim-sulfamethoxazole.

DHHS/NTP-CERHR; NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Propylene Glycol (March 2004) NIH Pub No. 04-4482 p.II-30 . Available from, as of January 11, 2010: https://cerhr.niehs.nih.gov/evals/egpg/propylene/PG_Monograph.pdf


As an antiseptic it is similar to ethanol, and against molds it is similar to glycerin and only slightly less effective than ethanol.

Rowe, R.C., Sheskey, P.J., Quinn, M.E.; (Eds.), Handbook of Pharmaceutical Excipients 6th edition Pharmaceutical Press, London, England 2009, p. 592


Hydroscopic agents (eg, propylene glycol...) are added /to respiratory inhalants/ to reduce viscosity of bronchial secretions.

American Medical Association, AMA Department of Drugs, AMA Drug Evaluations. 3rd ed. Littleton, Massachusetts: PSG Publishing Co., Inc., 1977., p. 656


Ointment containing approx 70% propylene glycol has been used as osmotic agent with good results in treatment of edema of cornea.

Grant, W. M. Toxicology of the Eye. 2nd ed. Springfield, Illinois: Charles C. Thomas, 1974., p. 862


For more Therapeutic Uses (Complete) data for Propylene glycol (9 total), please visit the HSDB record page.


4.2 Drug Warning

Hyperosmolality has been induced by propylene glycol (PG) in a number of clinical settings ..., particularly in intensive care unit patients during the administration of nitroglycerin solutions that contain PG ...

Cosmetic Ingredient Review Expert Panel; J Am Coll Toxicol 13 (6): 437-91 (1994)


Formulations containing 35% propylene glycol can cause hemolysis in humans.

Rowe, R.C., Sheskey, P.J., Quinn, M.E.; (Eds.), Handbook of Pharmaceutical Excipients 6th edition Pharmaceutical Press, London, England 2009, p. 593


Hemolysis, CNS depression, hyperosmolality, and lactic acidosis have been reported after IV administration of propylene glycol.

DHHS/NTP-CERHR; NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Propylene Glycol (March 2004) NIH Pub No. 04-4482 p.II-30 . Available from, as of January 11, 2010: https://cerhr.niehs.nih.gov/evals/egpg/propylene/PG_Monograph.pdf


Propylene glycol is a commonly used solvent for oral, intravenous, and topical pharmaceutical preparations. Although it is considered safe, large intravenous doses given over a short period of time can be toxic. Underlying renal insufficiency and hepatic dysfunction raise risk for toxicity. Toxic effects include hyperosmolality, increased anion gap metabolic acidosis (due to lactic acidosis), acute kidney injury, and sepsis-like syndrome. Treatment of toxicity includes hemodialysis to effectively remove propylene glycol. Prevention is best achieved by limiting the dose of propylene glycol infused.

Zar T et al; Seminars in Dialysis 20 (3): 217-9 (2007). Available from, as of February 23, 2010: https://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=17555487


For more Drug Warnings (Complete) data for Propylene glycol (41 total), please visit the HSDB record page.


4.3 Minimum/Potential Fatal Human Dose

1 = practically nontoxic: probable oral lethal dose (human) is above 15 g/kg; for 70 kg person (150 lb), more than 1 qt (2.2 lb).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-120


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Solvents

Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant and Hackh's Chemical Dictionary, 5th ed) (See all compounds classified as Solvents.)


Pharmaceutical Vehicles

A carrier or inert medium used as a solvent (or diluent) in which the medicinally active agent is formulated and or administered. (Dictionary of Pharmacy, 1986) (See all compounds classified as Pharmaceutical Vehicles.)


5.2 Absorption, Distribution and Excretion

Absorption of orally administered propylene glycol from the gastrointestinal tract, and its removal from the body, follow first order kinetics. Clearance from blood is rapid in humans, with a mean half-life of approx. 2 hr. Its metabolism is inhibited by pyrazole, indicating a role for alcohol dehydrogenase in this process. Once absorbed it is readily converted into lactic and pyruvic acids, which then enter the general metabolic pool.

Organization for Economic Cooperation and Development; Screening Information Data Set for 1,2-Dihydroxypropane (57-55-6) p.20 (2001). Available from, as of December 31, 2009: https://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html


Propylene glycol is readily absorbed from the GI tract and distributed throughout total body water. Propylene glycol accumulation is reported to differ significantly among people maintained on a repetitive oral dosing schedule, due to intersubject variability in clearance.

Klaassen, C.D. (ed). Casarett and Doull's Toxicology. The Basic Science of Poisons. 6th ed. New York, NY: McGraw-Hill, 2001., p. 897


The uptake of propylene glycol mist by humans was studied using 10% solution in labeled deionized water nebulized into a mist tent. Less than 5% of the mist entered the body, and of this 90% lodged in the nasopharynx and rapidly disappeared into the stomach. Very little was found in the lungs.

Cavender FL, Sowinski EJ; Patty's Toxicology CD-ROM (2005). NY, NY: John Wiley & Sons; Glycols. Online Posting Date: April 16, 2001


Intravenous administration of propylene glycol in amounts of 3-15 g/sq m is followed by plasma concentration of 60 to 425 ug/mL, respectively, with ... a volume of distribution of 0.51 to 0.88 L/kg, and a clearance rate of about 300 mL/min/1.73 sq m. Cerebrospinal fluid concentrations are as high as 85% of the serum concentrations.

Ellenhorn, M.J., S. Schonwald, G. Ordog, J. Wasserberger. Ellenhorn's Medical Toxicology: Diagnosis and Treatment of Human Poisoning. 2nd ed. Baltimore, MD: Williams and Wilkins, 1997., p. 1156


For more Absorption, Distribution and Excretion (Complete) data for Propylene glycol (20 total), please visit the HSDB record page.


5.3 Metabolism/Metabolites

Propylene glycol undergoes metabolic oxidation to pyruvic acid, acetic acid, lactic acid, and propionaldehyde.

IPCS; Poisons Information Monograph 443: Propylene glycol (May 1994). Available from, as of January 4, 2009: https://www.inchem.org/documents/pims/chemical/pim443.htm


In what is considered to be the main pathway of propylene glycol metabolism in mammals, propylene glycol is oxidized by alcohol dehydrogenase to lactaldehyde, then to lactate by aldehyde dehydrogenase. The lactate is further metabolized to pyruvate, carbon dioxide, and water. Lactate also contributes to glucose formation through gluconeogenic pathways. Lactate, via phosphoenol pyruvate, can be detoxified into glucose and stored as glycogen ... Excess production of lactic acid resulting from very large exposures to propylene glycol can produce a metabolic anion gap [anion gap = (Na+) - (Cl - + total CO2)] and metabolic acidosis. Serum levels of >180 mg/L [2.37mM] can result in toxicity.

DHHS/NTP-CERHR; NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Propylene Glycol (March 2004) NIH Pub No. 04-4482 p.II-15 . Available from, as of January 11, 2010: https://cerhr.niehs.nih.gov/evals/egpg/propylene/PG_Monograph.pdf


Synthesis of propylene glycol results in a 1:1 ratio of D and L stereoisomer forms. There is some, although incomplete, information in the literature about stereospecificity of the enzymes in the propylene glycol metabolic pathways ... In the main metabolic pathway, D and L forms of lactaldehyde and lactate are formed. In the horse and rabbit, ADH will oxidize the L form of propylene glycol and lactaldehyde more efficiently than the D form. L-lactic acidosis has been observed in both humans and animals following exposure to propylene glycol). The conversion of lactaldehyde to methylglyoxal by ADH and then to D-lactate by glyoxalase and reduced glutathione is thought to be an alternate route of metabolism ... D-lactate is cleared more slowly than L-lactate and is considered a poor substrate for gluconeogenesis. Methylglyoxal synthetase can convert the substrate, dihydroxyacetone phosphate, to methylglyoxal. However, in conditions where ketone levels are high, such as diabetes or starvation, methylglyoxal synthetase activity is increased, producing more methylglyoxal and D-lactate. Excessive production of D-lactate may result in its accumulation, especially in the brain, which has a low level of catabolizing enzymes. Therefore, in cases of ketosis, excess levels of D-lactate may be exacerbated by propylene glycol. In a third possible metabolic pathway, propylene glycol can be phosphorylated, converted to acetol phosphate, lactaldehyde phosphate, lactyl phosphate, and lactic acid ... Metabolism of D and L forms of propylene glycol in this pathway is species-specific. The rabbit converts the L form of phosphorylated propylene glycol to lactic acid, whereas the rat and mouse can convert both forms. /D and L isomers/

DHHS/NTP-CERHR; NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Propylene Glycol (March 2004) NIH Pub No. 04-4482 pp.II-17-18 . Available from, as of January 11, 2010: https://cerhr.niehs.nih.gov/evals/egpg/propylene/PG_Monograph.pdf


Studies in humans and rodents suggest that the placenta has extremely limited capacity to metabolize propylene glycol. Class III ADH /was isolated/ from full term human placenta and found /to have/ low activity for ethanol and a Km value for octanol that was 100-times higher than the Class I ADH enzyme found in human liver ... ALDH from full-term human placentas had a lower activity and Vmax, and a higher Km value than ALDH isoenzymes from liver. In rats, placenta was found to have no ADH activity and ALDH activity in placenta was found to be 4-7% of liver activity

DHHS/NTP-CERHR; NTP-CERHR Monograph on the Potential Human Reproductive and Developmental Effects of Propylene Glycol (March 2004) NIH Pub No. 04-4482 p.II-23 . Available from, as of January 11, 2010: https://cerhr.niehs.nih.gov/evals/egpg/propylene/PG_Monograph.pdf


For more Metabolism/Metabolites (Complete) data for Propylene glycol (12 total), please visit the HSDB record page.


5.4 Biological Half-Life

Whole body: 1.4-30.5 hours (longer in infants and shorter in adults); [TDR, p. 1056]

TDR - Ryan RP, Terry CE, Leffingwell SS (eds). Toxicology Desk Reference: The Toxic Exposure and Medical Monitoring Index, 5th Ed. Washington DC: Taylor & Francis, 1999., p. 1056


Intravenous administration of propylene glycol in amounts of 3-15 g/sq m is followed by plasma concentration of 60 to 425 ug/mL, respectively, with a half-life of 1.8 to 3.3 hours ...

Ellenhorn, M.J., S. Schonwald, G. Ordog, J. Wasserberger. Ellenhorn's Medical Toxicology: Diagnosis and Treatment of Human Poisoning. 2nd ed. Baltimore, MD: Williams and Wilkins, 1997., p. 1156


/Infant, premature/ Oral: Mean half-life in premature infants was 19.3 hours (range 108-30.5).

IPCS; Poisons Information Monograph 443: Propylene glycol (May 1994). Available from, as of January 4, 2009: https://www.inchem.org/documents/pims/chemical/pim443.htm


/Infant/ Dermal: 16.9 hours in an 8-month-old infant.

IPCS; Poisons Information Monograph 443: Propylene glycol (May 1994). Available from, as of January 4, 2009: https://www.inchem.org/documents/pims/chemical/pim443.htm


Parenteral: 2.4 - 5.2 hr, 1.4 - 3.3 hr (mean 2.3 +/- 0.7 hr).

IPCS; Poisons Information Monograph 443: Propylene glycol (May 1994). Available from, as of January 4, 2009: https://www.inchem.org/documents/pims/chemical/pim443.htm


For more Biological Half-Life (Complete) data for Propylene glycol (7 total), please visit the HSDB record page.