Propylene Glycol

HCID 1030CAS 25322-68-3

기본 정보

표준 SMILES
CC(O)CO
InChIKey
DNIAPMSPPWPWGF-UHFFFAOYSA-N
분자식
C3H8O2
평균 분자량
76.09 g/mol
단동위원소 질량
76.0524295

개요

Propylene glycol is a synthetic liquid substance that absorbs water. Propylene glycol is also used to make polyester compounds, and as a base for deicing solutions. Propylene glycol is used by the chemical, food, and pharmaceutical industries as an antifreeze when leakage might lead to contact with food. The Food and Drug Administration (FDA) has classified propylene glycol as an additive that is "generally recognized as safe" for use in food. It is used to absorb extra water and maintain moisture in certain medicines, cosmetics, or food products. It is a solvent for food colors and flavors, and in the paint and plastics industries. Propylene glycol is also used to create artificial smoke or fog used in fire-fighting training and in theatrical productions. Other names for propylene glycol are 1,2-dihydroxypropane, 1,2-propanediol, methyl glycol, and trimethyl glycol. Propylene glycol is clear, colorless, slightly syrupy liquid at room temperature. It may exist in air in the vapor form, although propylene glycol must be heated or briskly shaken to produce a vapor. Propylene glycol is practically odorless and tasteless.

이름 및 식별자

우선 이름
Propylene Glycol
IUPAC
propane-1,2-diol
영어명
1,2-Propanediol
분자식
C3H8O2
분자량
76.09442

이름 및 동의어

propylene glycol1,2-propanediol57-55-6propane-1,2-diol1,2-Propylene glycol1,2-dihydroxypropane2-HydroxypropanolIsopropylene glycolDowfrostSirleneMethylethyl glycolMethylethylene glycol
이름 더 보기
Monopropylene glycolTrimethyl glycolPropylene Glycol USPSolar Winter BANSolargard Palpha-Propyleneglycoldl-Propylene glycolDL-1,2-Propanediol

데이터베이스 식별자

CAS
25322-68-3、57-55-6、63625-56-9
PubChem CID
1030
DTXSID
DTXSID0021206
ChEMBL
CHEMBL286398
ChEBI
CHEBI:16997
UNII
6DC9Q167V3
EC Number
200-338-0、613-293-0
Nikkaji
J1.918F、J2.210A

물성

구조 계산 물성

XLogP
-0.9
극성 표면적
40.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
5

실험 및 물리화학적 성질

DrugsPharmaceuticals
PolymersOther Classes -> Alcohols and Polyols, Other
Cosmetics · 6건

Cosmetic ingredients (PPG-12) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (PPG-15) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (PPG-17) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (PPG-20) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (PPG-26) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (PPG-30) -> CIR (Cosmetic Ingredient Review)

FragrancesFragrance Ingredient (Propylene glycol) -> IFRA transparency List
PesticidesPesticide -> EPA IRIS
LogP · 3건

log Kow = -0.92

-0.92

-0.99

물리화학적 성질

녹는점
-59 °C · -59 °C
끓는 점
188.2 °C · 188.2 °C
밀도
1.036 g/cm3 · 1.036 g/cm3(Temp: 25 °C)
산도 계수 (pKa)
14.49 · 14.49±0.20(Predicted)

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 98% (6762 of 6899) of all reports.

Not Classified

Aggregated GHS information provided per 6899 reports by companies from 22 notifications to the ECHA C&L Inventory.

Danger

H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]

P260, P261, P264, P270, P271, P304+P340, P308+P316, P319, P321, P403+P233, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 5건

Chemical: 1,2-Propanediol

Regulation (EC) No 1333/2008 (amended)

1,2-Propanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Propanediol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 12-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16001

1,2-Propanediol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,2-Propanediol: Environment tier I assessment
Fire Hazards · 2건

This chemical is combustible. (NTP, 1992)

Combustible.

Fire PotentialCombustible liquid when exposed to heat or flame ...
Health HazardsLiquid may irritate eyes. (USCG, 1999)
Hazards Summary · 2건

Propylene glycol is a synthetic liquid substance that absorbs water. Propylene glycol is also used to make polyester compounds, and as a base for deicing solutions. Propylene glycol is used by the chemical, food, and pharmaceutical industries as an antifreeze when leakage might lead to contact with food. The Food and Drug Administration (FDA) has classified propylene glycol as an additive that is "generally recognized as safe" for use in food. It is used to absorb extra water and maintain moisture in certain medicines, cosmetics, or food products. It is a solvent for food colors and flavors, and in the paint and plastics industries. Propylene glycol is also used to create artificial smoke or fog used in fire-fighting training and in theatrical productions. Other names for propylene glycol are 1,2-dihydroxypropane, 1,2-propanediol, methyl glycol, and trimethyl glycol. Propylene glycol is clear, colorless, slightly syrupy liquid at room temperature. It may exist in air in the vapor form, although propylene glycol must be heated or briskly shaken to produce a vapor. Propylene glycol is practically odorless and tasteless.

Propylene glycol is designated by the FDA as GRAS (generally recognized as safe) for use as a food additive. It is commonly used in cosmetics and topical medications. Patch testing with propylene glycol is difficult because of irritant effects. It may cause allergic contact dermatitis in a small percentage of cases. It may also cause non-immunologic contact urticaria. [Marks, p. 156-7] Allergic contact dermatitis in a photographic developer using Flexicolor; [Kanerva, p. 1830] An eye irritant; [ICSC] Oral LD50 = 21,000 mg/kg in dogs; Causes CNS depression and coma in high-dose, animal-feeding studies; [AIHA] See Ethylene glycol.

안전 및 보호

Fire Fighting · 2건

Fire Extinguishing Agents: Water fog, alcohol foam, carbon dioxide, dry chemical. (USCG, 1999)

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Seek medical attention if you feel unwell.

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants and alkalis. Dry. Well closed. Ventilation along the floor.
Firefighting HazardsVapor is heavier than air.
Fire Fighting Procedures · 2건

Water fog, alcohol foam, carbon dioxide, dry chemical.

In case of fire, keep drums, etc, cool by spraying water.

독성 정보

Toxicological InformationCDC-ATSDR Toxicological Profile
Interactions · 1건

The effects of propylene-glycol (PG) alone and the interactions between PG and calcium channel blockers were investigated on the inward calcium current at motor nerve terminals in mice. Phrenic nerve/diaphragm preparations from male ICR-mice were used. Examining the effect of 5% PG on the potassium current at the nerve terminal showed two positive spikes generated by treatment with d-tubocurarine (d-Tc) at the terminal part of the nerve terminal. The second positive spike is ascribed to the outward potassium current. PG did not change this spike at all, suggesting that this compound had no effect on the potassium channels. Pretreatments with d-Tc, tetraethylammonium (TEA), and 3,4-diaminopyridine (DAP) evoked the prolonged negative component of the action potential at the terminal part of the nerve terminal. PG augmented this component which is ascribed to the inward calcium current. The effects of calcium channel blockers were examined to determine whether the calcium channel blockers antagonize PG. Cumulative addition of cadmium-chloride, manganese-chloride, or cobalt-chloride suppressed the prolonged negative component that had been augmented by treatment with PG.

Target OrgansRespiratory (From the Nose to the Lungs)
Ecotoxicity Values · 5건

EC50; Species: Selenastrum capricornutum (green algae); Concentration: 19,000 mg/L for 96 hr; Effect: 14-day growth rate /Conditions of bioassay not specified/

EC50; Species: Selenastrum capricornutum (green algae); Concentration: 18,100 mg/L for 14 days; Effect: 14-day growth rate /Conditions of bioassay not specified/

EC50; Species: Daphnia magna (Water flea, age 6-24 hr); Conditions: freshwater, static, 20 °C, pH > or =7.0; Concentration: >10000000 ug/L for 24, 48 hr; Effect: intoxication, immobilization /formulation/

LC50; Species: Daphnia magna (water flea); Conditions: static; Concentration: 43,500 mg/L for 48 hr

For more Ecotoxicity Values (Complete) data for Propylene glycol (23 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.92(2) and a regression-derived equation(3), indicates that propylene glycol is expected to have very high mobility in soil(SRC). Volatilization of propylene glycol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.13 mm Hg(4), and assigned value for water solubility of 1X10+6 mg/L (miscible)(5). Propylene glycol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Laboratory experiments using agricultural soils from South Carolina conducted at 22 °C and a fortification of 1,000 ppm propylene glycol, yielded 73-78% mineralization during a 51 day incubation period(6), suggesting that biodegradation will be an important fate process in soils(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.92(2) and a regression-derived equation(3), indicates that propylene glycol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.3X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.13 mm Hg(5), and assigned value for water solubility of 1X10+6 mg/L (miscible)(6). According to a classification scheme(7), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Numerous screening studies using wastewater or sewage inoculum as seed, suggests that propylene glycol will be degraded readily under aqueous environments(9-11).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propylene glycol, which has a vapor pressure of 0.13 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propylene glycol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 32 hours(SRC), calculated from its rate constant of 1.2X10-11 cu cm/molecule-sec at 25 °C(3). Propylene glycol does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome

규제 정보

FDA Requirements · 5건

Substance added directly to human food affirmed as generally recognized as safe (GRAS).

Propylene glycol used as an emulsifying agent in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.

Propylene glycol used as a general purpose food additive in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: propylene glycol is included in pediculicide drug products.

For more FDA Requirements (Complete) data for Propylene glycol (7 total), please visit the HSDB record page.

FIFRA Requirements · 5건

Residues of propylene glycol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: solvent, cosolvent.

Residues of propylene glycol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: solvent, cosolvent.

The Agency has completed its assessment of the dietary, drinking water, residential, ecological and occupational risks associated with the use of pesticide products containing the active ingredients propylene glycol and dipropylene glycol. Based on a review of these data, the Agency has sufficient information on the human health and ecological effects of propylene glycol and dipropylene glycol to make a decision as part of the tolerance reassessment process under FFDCA and reregistration under FIFRA, as amended by FQPA. The Agency has determined that propylene glycol and dipropylene glycol containing products are eligible for reregistration.

EPA has determined that the established exemption from a requirement for a tolerance for propylene glycol and dipropylene glycol, meet the safety standards under the FQPA amendments to section 408(b)(2)(C) of the FFDCA, that there is a reasonable certainty of no harm for infants and children. ... In determining whether or not infants and children are particularly susceptible to toxic effects from propylene glycol and dipropylene glycol residues, the Agency considered the completeness of the database for developmental and reproductive effects, the nature of the effects observed, and other information. The FQPA Safety Factor has been removed (i.e., reduced to 1X) for propylene glycol and dipropylene glycol because there is no pre- or post-natal evidence for increased susceptibility following exposure.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Propylene glycol is found on List C. Case No: 3126; Pesticide type: insecticide, fungicide, antimicrobial; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Propylene glycol; Data Call-in (DCI) Date(s): 08/02/93; AI Status: The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Atmospheric Standards · 1건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Propylene glycol is produced, as an intermediate or a final product, by process units covered under this subpart.

State Drinking Water Standards(NY) NEW YORK 1,000 ug/L
State Drinking Water Guidelines(NH) NEW HAMPSHIRE 140,000 ug/ L

화학 및 산업

약리 정보

ATC CodeQA - Alimentary tract and metabolism
Biological Half-Life · 6건

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

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

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

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

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

Metabolism/Metabolites · 5건

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

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.

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/

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

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

MeSH Pharmacological Classification · 2건

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

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)

Absorption, Distribution and Excretion · 5건

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.

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.

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.

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.

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

용도 및 제조

Uses · 6건

CIR ingredient: PPG-12

CIR ingredient: PPG-15

CIR ingredient: PPG-17

CIR ingredient: PPG-20

CIR ingredient: PPG-26

CIR ingredient: PPG-30

Impurities... Impurities of propylene glycol include chlorides (1 ppm max), iron (1.0 ppm max), water (0.2 wt% max), and dipropylene glycol (<0.2%).
U.S. Exports · 5건

(1972) 4.90 X 10+10 g

(1976) 2.91 X 10+10 g

(1984) 2.18 X 10+11 g

(1986-1989) avg 75,000 tons/yr

For more U.S. Exports (Complete) data for Propylene glycol (10 total), please visit the HSDB record page.

U.S. Imports · 5건

(1984) 2.56 X 10+11 g

CHEMICAL PROFILE: Propylene glycol. US Imports: 1994: 12 million pounds.

CHEMICAL PROFILE: Propylene glycol. US Imports: 1996: 31 million pounds; averaged 10 million pounds per year for the five year period 1992-1996.

CHEMICAL PROFILE: Propylene glycol. US Imports: 1999: 43 million pounds; 2000: 32 million pounds.

For more U.S. Imports (Complete) data for Propylene glycol (6 total), please visit the HSDB record page.

U.S. Production · 6건

2023: 1,000,000,000 - <2,500,000,000 lb

(1972) 2.60 X 10+11 g

(1975) 1.77 X 10+11 g

(1984) 2.10 X 10+10+11 g

(1989) Western Europe produced 708 million pounds (325 kilotons) and consumed 660 million pounds (300 kilotons).

For more U.S. Production (Complete) data for Propylene glycol (23 total), please visit the HSDB record page.

Consumption Patterns · 5건

52% for polyester resins; 11% exported(1973); 8.5% for cellophane; 7.5% as a tobacco humectant; 7% for synthesis of polymeric plasticizers; 4% as a component of brake and other functional fluids; 10% for misc applications (1973)

Unsaturated polyester resins, 47%; Foods, pharmaceuticals, cosmetics, 11%; Pet foods, 10%; Tobacco, 6%; Plasticizers, 3%; Cellophane, 3%; Functional fluids, 8%; Coatings, 6%; Miscellaneous and other, 6% (1983)

CHEMICAL PROFILE: Propylene Glycol. US End-use Pattern for Propylene Glycol in 1986.

CHEMICAL PROFILE: Propylene Glycol. US End-use Pattern for Propylene Glycol in 1989.

For more Consumption Patterns (Complete) data for Propylene glycol (21 total), please visit the HSDB record page.

공급사50 곳

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

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