24587-49-3

Basic information

• Product Name: 4-HYDROXY-BUT-2-ENOIC ACID
• Synonyms: trans-gamma-Hydroxycrotonic acid;RARECHEM AK ML 0533;TRANS-4-HYDROXYCROTONIC ACID;TRANS-4-HYDROXY-2-BUTENOIC ACID;4-HYDROXY-BUT-2-ENOIC ACID;(E)-4-Hydroxycrotonic Acid
• CAS NO: 24587-49-3
• Molecular Formula: C₄H₆O₃
• Molecular Weight: 102.09
• Product Categories: pharmacetical;Drug Analogues
• Mol File: 24587-49-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 109℃
• Boiling Point: 338.7°C at 760 mmHg
• Flash Point: 172.9°C
• Appearance: /
• Density: 1.271±0.06 g/cm3(Predicted)
• Vapor Pressure: 6.49E-06mmHg at 25°C
• Storage Temp.: Desiccate at +4°C
• PKA: 4.31±0.10(Predicted)
• CAS DataBase Reference: 4-HYDROXY-BUT-2-ENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-BUT-2-ENOIC ACID(24587-49-3)
• EPA Substance Registry System: 4-HYDROXY-BUT-2-ENOIC ACID(24587-49-3)

Safety Data

• Hazardous Substances Data: 24587-49-3(Hazardous Substances Data)

Usage

Uses

γ-Hydroxybutyric acid (GHB) analog.

Biological Activity

Binds to the γ -hydroxybutyric acid (GHB) receptor with higher affinity than GHB itself.? May be an endogenous ligand.

InChI:InChI=1/C4H6O3/c5-3-1-2-4(6)7/h1-2,5H,3H2,(H,6,7)/p-1/b2-1+

Upstream product

• 26805-40-3 γ-acetoxycrotonic acid ethyl ester 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 
• 28046-78-8 ethyl β-chlorovinylacetate 
• 28046-79-9 4t-chloro-but-3-enoic acid ethyl ester 
• 29653-38-1 3,4-dichloro-butyric acid 
• 32223-97-5 (+/-)-ethyl-3,4-epoxybutanoate 
• 589-44-6 3-Amino-4-hydroxybutyric Acid 
• 10479-85-3 ethyl (E)-4-chlorobut-2-enoate 
• 75-50-3 trimethylamine 
• 7732-18-5 water 
• 1117-71-1 methyl-4-bromo-2-butenoate 
• 88239-39-8 γ-bromocrotonate de trimethylsilyle 
• 497-23-4 2-buten-4-olide 
• 13991-36-1 4-bromocrotonic acid 

Downstream Products

• 10080-68-9 (E)-ethyl 4-hydroxybut-2-enoate 
• 488-16-4 threonic acid 
• 108772-86-7 4-acetoxybutene 2-(E) oic acid 
• 26340-58-9 (E)-4-chlorobut-2-enoic acid 
• 1609467-37-9 5-amino-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-3-(4-{[6-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1H-pyrazole-4-carboxamide 
• 1609467-29-9 5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609467-26-6 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]-piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609467-04-0 5-amino-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide 
• 1609467-06-2 5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1407966-94-2 C₃₀H₃₃N₇O₃ 

Relevant articles and documents

MODIFIED PHOTOBEHAVIOR OF CARBOXYLIC ACID DERIVATIVES INDUCED BY PROTONATION

A series of carboxylic acid derivatives 1-6 containing a second interacting function have been converted into the corresponding O-protonated species or acylium ions upon treatment with 96percent sulfuric acid or oleum, respectively, at room temperature.The resulting stable cations have been spectroscopically characterized and submitted to irradiation.Cis-trans photoisomerization was observed in the ionic species derived from trans-crotonic, fumaric and maleic acids, and maleic anhydride.By contrast protonated crotonolactone 5a was found to be photostable.Finally, protonated α-bromobutyrolactone 6a was clean and efficiently dehydrohalogenated to 5a upon irradiation.Since the normal n ?* photoreactions of the uncharged carboxylic acid and their derivatives are inhibited under these conditions, protonation can be envisaged as a chemical selective method for photoprotection of the carboxy group.

INHIBITORS OF BRUTON'S TYROSINE KINASE AND METHODS OF THEIR USE

The present disclosure is directed to compounds of formula I and methods of their use and preparation, as well as compositions comprising compounds of formula I.

4-Hyroxybutyric acid (and analogues) derivatives of d-glucosamine

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