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Category: information only not used for fragrances or flavors
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 57.70 °C. @ 760.00 mm Hg
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| Boiling Point: | 199.20 °C. @ 760.00 mm Hg (est)
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| Vapor Pressure: | 0.146000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 195.00 °F. TCC ( 90.80 °C. ) (est)
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| logP (o/w): | 0.402 (est) |
| Soluble in: |
| | water, 6.239e+004 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intravenous-mouse LD50 28 mg/kg U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#12263
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | information only not used for fragrances or flavors |
| Recommendation for 4-pentynoic acid usage levels up to: | | | not for fragrance use.
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| Recommendation for 4-pentynoic acid flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | pent-4-yn-1-oic acid | | | pent-4-ynoic acid | | | propargylacetic acid |
Articles:
| PubMed: | Effective PHIP labeling of bioactive peptides boosts the intensity of the NMR signal. |
| PubMed: | Synthesis and evaluation of 2-amino-5-(4-[(18)F]fluorophenyl)pent-4-ynoic acid ([(18)F]FPhPA): a novel (18)F-labeled amino acid for oncologic PET imaging. |
| PubMed: | An economical and safe procedure to synthesize 2-hydroxy-4-pentynoic acid: A precursor towards 'clickable' biodegradable polylactide. |
| PubMed: | Concise stereoselective total synthesis of (+)-muricatacin and (+)-epi-muricatacin. |
| PubMed: | Parahydrogen-induced polarization of carboxylic acids: a pilot study of valproic acid and related structures. |
| PubMed: | Synthesis of molecularly encoded oligomers using a chemoselective "AB + CD" iterative approach. |
| PubMed: | Versatile on-resin synthesis of high mannose glycosylated asparagine with functional handles. |
| PubMed: | Valproic acid and its derivatives enhanced estrogenic activity but not androgenic activity in a structure dependent manner. |
| PubMed: | In situ assembly of porous Au-paper electrode and functionalization of magnetic silica nanoparticles with HRP via click chemistry for Microcystin-LR immunoassay. |
| PubMed: | Au(I)/Ag(I)-catalyzed cascade approach for the synthesis of benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinones. |
| PubMed: | Enantioselective apoptosis induction in histiocytic lymphoma cells and acute promyelocytic leukemia cells. |
| PubMed: | Vanadium bromoperoxidase from Delisea pulchra: enzyme-catalyzed formation of bromofuranone and attendant disruption of quorum sensing. |
| PubMed: | Preparation of peptide and other biomolecular conjugates through chemoselective ligations. |
| PubMed: | Short-time gene expression response to valproic acid and valproic acid analogs in mouse embryonic stem cells. |
| PubMed: | Covalent immobilization of redox protein via click chemistry and carbodiimide reaction: direct electron transfer and biocatalysis. |
| PubMed: | Preparation, 99mTc-labeling and biodistribution studies of a PNA oligomer containing a new ligand derivative of 2,2'-dipicolylamine. |
| PubMed: | Potent neuroprotective effects of novel structural derivatives of valproic acid: potential roles of HDAC inhibition and HSP70 induction. |
| PubMed: | Heterogeneous catalysis of a copper-coated atomic force microscopy tip for direct-write click chemistry. |
| PubMed: | Cu(I)-catalyzed intramolecular cyclization of alkynoic acids in aqueous media: a "click side reaction". |
| PubMed: | Multiple effects of pentyl-4-yn-VPA enantiomers: from toxicity to short-term memory enhancement. |
| PubMed: | S-2-pentyl-4-pentynoic hydroxamic acid and its metabolite s-2-pentyl-4-pentynoic acid in the NMRI-exencephaly-mouse model: pharmacokinetic profiles, teratogenic effects, and histone deacetylase inhibition abilities of further valproic acid hydroxamates and amides. |
| PubMed: | Increased replication of human cytomegalovirus in retinal pigment epithelial cells by valproic acid depends on histone deacetylase inhibition. |
| PubMed: | Differential enantioselective effects of pentyl-4-yn-valproate on spatial learning in the rat, and neurite outgrowth and cyclin D3 expression in vitro. |
| PubMed: | Selection of test chemicals for the ECVAM international validation study on in vitro embryotoxicity tests. European Centre for the Validation of Alternative Methods. |
| PubMed: | Pharmacological properties of YM-57029, a novel platelet glycoprotein IIb/IIIa antagonist. |
| PubMed: | Infrared and Raman Spectra of a Single Resin Bead for Analysis of Solid-Phase Reactions and Use in Encoding Combinatorial Libraries. |
| PubMed: | Pentyl-4-yn-valproic acid enhances both spatial and avoidance learning, and attenuates age-related NCAM-mediated neuroplastic decline within the rat medial temporal lobe. |
| PubMed: | Prediction of embryotoxic effects of valproic acid-derivatives with molecular in vitro methods. |
| PubMed: | 5-[4-(3,3-Dimethylbutoxycarbonyl)phenyl]-4-pentynoic acid and its derivatives inhibit ionotropic gamma-aminobutyric acid receptors by binding to the 4'-ethynyl-4-n-propylbicycloorthobenzoate site. |
| PubMed: | Formation of gamma-glutamylpropargylglycylglycine from propargylglycine in human blood and erythrocytes. |
| PubMed: | Inhibition effect of propargylglycine on human fibrosarcoma HT-1080 cell invasiveness. |
| PubMed: | Studies on the teratogen pharmacophore of valproic acid analogues: evidence of interactions at a hydrophobic centre. |
| PubMed: | Evaluation of the Teratogenic Potential of Valproic Acid Analogues in Transgenic Dictyostelium discoideum Strains. |
| PubMed: | Cell proliferation, migration and CAM-dependent neurite outgrowth as developmental in vitro endpoints for screening teratogenic potential: Application to valproic acid and related analogues of varying potency. |
| PubMed: | Stereoselective dysmorphogenicity of the enantiomers of the valproic acid analogue 2-N-propyl-4-pentynoic acid (4-yn-VPA): cross-species evaluation in whole embryo culture. |
| PubMed: | A new metabolite of proglypargylglycine, gamma-glutamylpropargylglycylglycine, in liver of D,L-propargylglycine-administered rats. |
| PubMed: | In vivo detoxification of cyanide by cystathionase gamma-lyase. |
| PubMed: | Validation of an in vitro teratology system using chiral substances: stereoselective teratogenicity of 4-yn-valproic acid in cultured mouse embryos. |
| PubMed: | Mechanisms of interaction of Escherichia coli threonine synthase with substrates and inhibitors. |
| PubMed: | The enantiomers of the valproic acid analogue 2-n-propyl-4-pentynoic acid (4-yn-VPA): asymmetric synthesis and highly stereoselective teratogenicity in mice. |
| PubMed: | The enantioselective teratogenicity of 2-n-propyl-4-pentynoic acid (4-yn-VPA) is due to stereoselective intrinsic activity and not differences in pharmacokinetics. |
| PubMed: | Valproic acid-induced neural tube defects in mouse and human: aspects of chirality, alternative drug development, pharmacokinetics and possible mechanisms. |
| PubMed: | Determination of a new blood glucose-lowering agent in biological fluids by capillary gas chromatography using electron-capture detection. |
| PubMed: | On the development of alternative antiepileptic drugs. Lack of enantioselectivity of the anticonvulsant activity, in contrast to teratogenicity, of 2-n-propyl-4-pentenoic acid and 2-n-propyl-4-pentynoic acid, analogues of the anticonvulsant drug valproic acid. |
| PubMed: | Hepatotoxic action of a poisonous mushroom, Amanita abrupta in mice and its toxic component. |
| PubMed: | Affinity labeling of D-amino acid oxidase with an acetylenic substrate. |
| PubMed: | Elevation of hepatic tyrosine 2-oxoglutarate aminotransferase in rats by 4-pentynoic acid, a hypoglycemic agent. |
| PubMed: | Antimetabolites produced by microorganisms. II. L-2-amino-4-pentynoic acid. |
| PubMed: | [Data on acetylenic carboxylic acids. XI. Unsaturated lactones of thio-4-pentynoic acid]. |
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