Page last updated: 2024-12-05
diisopropanolamine
Description
Diisopropanolamine (DIPA) is a colorless, viscous liquid with a faint amine odor. It is a tertiary amine, meaning that the nitrogen atom is bonded to three alkyl groups. DIPA is a versatile chemical used in various industries, primarily as an emulsifier, surfactant, and corrosion inhibitor. DIPA is produced through the reaction of propylene oxide with ammonia in a multi-step process. The synthesis involves several steps including: 1) the reaction of propylene oxide with ammonia to form monoisopropanolamine (MIPA), 2) the reaction of MIPA with propylene oxide to form diisopropanolamine (DIPA), and 3) the reaction of DIPA with propylene oxide to form triisopropanolamine (TIPA). The reaction conditions, such as temperature, pressure, and catalyst, play a crucial role in controlling the selectivity and yield of the desired product. DIPA is used in various industries, including: 1) Cosmetics: as an emulsifier and thickener in shampoos, conditioners, and creams, 2) Pharmaceuticals: as an intermediate in the synthesis of various pharmaceuticals, 3) Agriculture: as a component in pesticide formulations, 4) Metalworking: as a corrosion inhibitor and lubricant, and 5) Oil and gas: as an emulsifier and corrosion inhibitor in drilling fluids. DIPA is also studied for its potential applications in various areas, including: 1) Carbon dioxide capture: due to its ability to absorb carbon dioxide, DIPA is being investigated as a potential absorbent for carbon capture and storage technologies, 2) Biofuel production: DIPA is being studied as a potential catalyst for the production of biodiesel from vegetable oils, and 3) Nanotechnology: DIPA is being explored as a component in the synthesis of nanomaterials. The potential environmental and health effects of DIPA have been studied. DIPA is considered to be a relatively safe chemical for industrial use. However, it can be irritating to the skin, eyes, and respiratory system. DIPA is a valuable chemical used in various industries. Its versatility and effectiveness make it a key component in many products and processes. The ongoing research on DIPA focuses on exploring new applications and optimizing its use for sustainable development.'
diisopropanolamine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
diisopropanolamine : A secondary amino compound that is diethanolamine substituted by methyl groups at positions 1 and 1'. It is a versatile chemical used in a variety of personal care, cosmetic and industrial products. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
Cross-References
| ID Source | ID |
|---|
| PubMed CID | 8086 |
| CHEMBL ID | 2106303 |
| CHEBI ID | 143266 |
| SCHEMBL ID | 22774 |
| MeSH ID | M0166907 |
Synonyms (80)
| Synonym |
|---|
| nsc4963 |
| dipropyl-2,2'-dihydroxy-amine |
| 1,1'-iminodi-2-propanol |
| 2-propanol,1'-iminobis- |
| wln: qy1 & 1m1yq1 |
| 110-97-4 |
| 2-propanol,1'-iminodi- |
| bis(2-propanol)amine |
| diisopropanolamine |
| bis(2-hydroxypropyl)amine |
| nsc-4963 |
| 1,1'-iminobis[2-propanol] |
| 1,1'-iminodipropan-2-ol |
| 2-propanol, 1,1'-iminobis- |
| nsc 4963 |
| 2-propanol, 1,1'-iminodi- |
| hsdb 338 |
| dipa (alcohol) |
| ccris 6234 |
| einecs 203-820-9 |
| di-2-propanolamine |
| brn 0605363 |
| n,n-bis(2-hydroxypropyl)amine |
| 1,1'-iminobis-2-propanol |
| 1-[(2-hydroxypropyl)amino]propan-2-ol |
| STK503623 |
| bis(2-hydroxypropyl)amine, >=98.0% (t) |
| 9AFD2C98-2177-4499-8EB2-1C8EA079F21D |
| D0924 |
| 1-(2-hydroxypropylamino)propan-2-ol |
| CHEBI:143266 |
| dipa alcohol |
| 1,1'-azanediyldi(propan-2-ol) |
| di(2-hydroxypropyl)amine |
| 1,1'-azanediylbis propan-2-ol |
| AKOS005457854 |
| NCGC00249081-01 |
| dtxsid8020179 , |
| tox21_302859 |
| cas-110-97-4 |
| NCGC00256476-01 |
| dtxcid20179 |
| tox21_201602 |
| NCGC00259151-01 |
| BBL013266 |
| 68153-96-8 |
| di-isopropanolamine |
| CHEMBL2106303 |
| 3-04-00-00761 (beilstein handbook reference) |
| unii-0w44hyl8t5 |
| 0w44hyl8t5 , |
| ec 203-820-9 |
| diisopropanolamine [ii] |
| diisopropanolamine [inci] |
| diisopropanolamine [hsdb] |
| 1,1'-iminobis(2-propanol) |
| diisopropanolamine [mi] |
| diisopropanolamine [vandf] |
| diisopropanolamine [mart.] |
| diisopropanol amine |
| di-isopropanol amine |
| bis-(2-hydroxypropyl)-amine |
| diiso-propanolamine |
| SCHEMBL22774 |
| 1,1'-azanediylbis(propan-2-ol) |
| J-660021 |
| dipa low freeze grade 85 (salt/mix) |
| dipa low freeze grade 90 (salt/mix) |
| 1,1'-imino-di(2-propanol) |
| di(2-hydroxy-n-propyl) amine |
| F0001-0230 |
| mfcd00004531 |
| bis-(2-hydroxypropyl)amine |
| 1335-54-2 |
| 1,1'-azanediyldipropan-2-ol |
| VS-03726 |
| Q777543 |
| AMY25531 |
| diisopropanolamin |
| EN300-722418 |
Research Excerpts
Overview
Diisopropanolamine is a "sweetening agent" used to remove hydrogen sulfide from sour natural gas. It is a contaminant at some sour gas treatment facilities in western Canada.
Toxicity
| Excerpt | Reference | Relevance |
|---|
| " Fischer 344/DuCrl rats were given up to 750 mg/kg/day by dermal application, 5 days/week, for 4 weeks; or up to 1,000 mg DIPA/kg/day by drinking water for 13 weeks to evaluate potential toxic effects." | ( Repeated dose toxicity and developmental toxicity of diisopropanolamine to rats.
Brooks, KJ; Carney, EW; Dryzga, MD; Johnson, KA; Stott, WT; Tornesi, B, 2007) | 0.59 |
| " In the present study, safe and effective ionic liquids for transdermal absorption were obtained as salts generated by a neutralization reaction between highly biocompatible aliphatic carboxylic acids (octanoic acid or isostearic acid) and aliphatic amines (diisopropanolamine or triisopropanolamine) (Medrx Co." | ( The molecular assembly of the ionic liquid/aliphatic carboxylic acid/aliphatic amine as effective and safety transdermal permeation enhancers.
Kubota, K; Shibata, A; Yamaguchi, T, 2016) | 0.61 |
Bioavailability
| Excerpt | Reference | Relevance |
|---|
| "This study was conducted to determine the relative dermal bioavailability (absorption), distribution, metabolism, and excretion (ADME) of diisopropanolamine (DIPA), an alcohol amine used in a number of industrial and personal care products." | ( Pharmacokinetics and bioavailability of diisopropanolamine (DIPA) in rats following intravenous or dermal application.
Bartels, MJ; Frantz, SW; Lowe, ER; Nolan, RJ; Rick, DL; Saghir, SA; Spence, MW, 2007) | 0.81 |
Roles (3)
| Role | Description |
|---|
| surfactant | A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces. |
| emulsifier | The chemical role played by a substance that stabilizes an emulsion by increasing its kinetic stability. |
| buffer | Any substance or mixture of substances that, in solution (typically aqueous), resists change in pH upon addition of small amounts of acid or base. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Drug Classes (3)
| Class | Description |
|---|
| secondary amino compound | A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups. |
| secondary alcohol | A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it. |
| aminodiol | An amino alcohol having two hydroxy functional groups. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein Targets (6)
Potency Measurements
Research
Studies (11)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 3 (27.27) | 18.7374 |
| 1990's | 2 (18.18) | 18.2507 |
| 2000's | 5 (45.45) | 29.6817 |
| 2010's | 1 (9.09) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 47.00
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 47.00 (24.57) | | Research Supply Index | 2.48 (2.92) | | Research Growth Index | 4.50 (4.65) | | Search Engine Demand Index | 66.85 (26.88) | | Search Engine Supply Index | 2.00 (0.95) |
| |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 3 (27.27%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 8 (72.73%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |