Ethyl 3-hydroxybutyrate, also known as ethyl acetoacetate, is a valuable intermediate in organic synthesis. It is a colorless liquid with a pleasant fruity odor. It can be synthesized through a Claisen condensation reaction between ethyl acetate and ethyl formate. Its versatility stems from its ability to undergo a variety of reactions, including alkylation, acylation, and condensation. Ethyl 3-hydroxybutyrate is a precursor to various pharmaceuticals, including anti-inflammatory drugs and anticonvulsants. It is also employed in the synthesis of fragrances, dyes, and polymers. Its chemical properties, such as its reactivity and structural features, make it a subject of ongoing research in various fields. Furthermore, its potential for developing new and efficient synthetic routes to important compounds attracts considerable attention. '
ethyl 3-hydroxybutyrate: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ethyl 3-hydroxybutyrate : The fatty acid ethyl ester of 3-hydroxybutyric acid. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 62572 |
| CHEBI ID | 87685 |
| SCHEMBL ID | 76382 |
| MeSH ID | M0400208 |
| Synonym |
|---|
| (s)-ethyl 3-hydroxybutyrate |
| unii-52008c87pv |
| 52008c87pv , |
| 3-hydroxy-butyric acid ethyl ester |
| 5405-41-4 |
| ethyl 3-hydroxybutyrate |
| nsc-8115 |
| nsc8115 |
| butanoic acid, 3-hydroxy-, ethyl ester |
| butyric acid, 3-hydroxy-, ethyl ester |
| nsc-42916 |
| nsc42916 |
| einecs 252-642-8 |
| einecs 226-456-2 |
| nsc 8115 |
| fema no. 3428 |
| ethyl beta-hydroxybutyrate |
| ethyl 3-hydroxybutyrate (natural) |
| ethyl (1)-3-hydroxybutyrate |
| nsc 42916 |
| ai3-11592 |
| ethyl 3-hydroxybutyrate, >=97%, fg |
| ethyl 3-hydroxybutyrate, >=98% |
| ethyl 3-hydroxybutanoate |
| dl-3-hydroxybutyric acid ethyl ester (liquid) |
| H-4140 |
| H0230 |
| ethyl dl-3-hydroxybutyrate |
| dl-3-hydroxybutyric acid ethyl ester |
| AKOS009157139 |
| einecs 260-393-1 |
| 35608-64-1 |
| FT-0625810 |
| FT-0625808 |
| FT-0615837 |
| FT-0625403 |
| 3-hydroxybutanoic acid ethyl ester |
| 3-hydroxybutyric acid ethyl ester |
| grape butyrate |
| (+/-)-ethyl 3-hydroxybutyrate |
| dl-3-hydroxy-n-butyrate ethyl ester |
| ethyl 3-hydroxybutyrate [fhfi] |
| ethyl (+/-)-3-hydroxybutanoate |
| (+/-)-3-hydroxybutanoic acid ethyl ester |
| ethyl .beta.-hydroxybutyrate |
| SCHEMBL76382 |
| ethyl 3-hydroxy-n-butyrate |
| racemic ethyl 3-hydroxybutyrate |
| ethyl-3-hydroxybutyrate |
| ethyl3-hydroxybutyrate |
| SY017544 |
| CHEBI:87685 |
| cas-5405-41-4 |
| NCGC00357184-01 |
| dtxsid6025305 , |
| tox21_303950 |
| dtxcid105305 |
| ethyl-dl-.beta.-hydroxy n-butyrate |
| dl-.beta.-hydroxy-n-butyric acid ethyl ester |
| butanoic acid, 3-hydroxy-, ethyl ester, (.+/-.)- |
| ch3ch(oh)ch2c(o)oc2h5 |
| ethyl 3-hydroxybutanoate # |
| butyric acid, .beta.-hydroxy-, ethyl ester |
| mfcd00004545 |
| dl-3-hydroxy-n-butyric acid ethyl ester |
| ethyl 3-hydroxybutyrate, analytical standard |
| ethyl 3-hydroxybutyrate, natural, fg |
| ethyl (+/-)-3-hydroxybutyrate |
| fema 3428 |
| Q27159827 |
| DS-15292 |
| D70263 |
| CS-W013417 |
| undecyldodecylphthalate |
| HY-W012701 |
| surgamsa |
| SB45075 |
| EN300-123226 |
| AB88672 |
| SY017547 |
| Excerpt | Relevance | Reference |
|---|---|---|
| " Synthetic samples of these compounds were used to establish dose-response curves for several of the receptor neurone types encountered." | ( Novel natural ligands for Drosophila olfactory receptor neurones. Angioy, AM; Balloi, A; Giordano, E; Hansson, BS; Stensmyr, MC, 2003) | 0.32 |
| Role | Description |
|---|---|
| metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| [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] | |
| Class | Description |
|---|---|
| fatty acid ethyl ester | A fatty acid ester that is the carboxylic ester obtained by the formal condensation of a fatty acid with ethanol. |
| [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] | |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 2 (25.00) | 29.6817 |
| 2010's | 5 (62.50) | 24.3611 |
| 2020's | 1 (12.50) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
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.
| This Compound (41.58) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (12.50%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 7 (87.50%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||