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(Z)-4-Amino-2-butenoic acid

From Wikipedia, the free encyclopedia
(Z)-4-Amino-2-butenoic acid[1]
CACA molecule
C=black, H=white, O=red, N=blue
Names
Preferred IUPAC name
(2Z)-4-Aminobut-2-enoic acid
Other names
(Z)-4-Amino-2-butenoic acid
cis-4-Aminocrotonic acid
4-Amino-cis-2-butenoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C4H7NO2/c5-3-1-2-4(6)7/h1-2H,3,5H2,(H,6,7)/b2-1- checkY
    Key: FMKJUUQOYOHLTF-UPHRSURJSA-N checkY
  • InChI=1/C4H7NO2/c5-3-1-2-4(6)7/h1-2H,3,5H2,(H,6,7)/b2-1-
    Key: FMKJUUQOYOHLTF-UPHRSURJBR
  • C(\C=C/C(=O)O)N
  • O=C(O)\C=C/CN
Properties
C4H7NO2
Molar mass101.105 g·mol−1
124 mg/mL
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

(Z)-4-Amino-2-butenoic acid[1] (cis-4-aminocrotonic acid) is aGABA receptorpartial agonist selective for theGABAA-ρ (previously known as GABAC) subtype.[2][3][4]

References

[edit]
  1. ^abcis-4-Aminocrotonic acid atSigma-Aldrich
  2. ^Qian, H; Dowling, JE (1996). "Selective agonists for GABAC receptors".Trends in Neurosciences.19 (5): 190.doi:10.1016/0166-2236(96)85451-8.PMID 8723205.S2CID 208792634.
  3. ^Duke, RK; Chebib, M; Balcar, VJ; Allan, RD; Mewett, KN; Johnston, GA (2000)."(+)- and (−)-cis-2-aminomethylcyclopropanecarboxylic acids show opposite pharmacology at recombinant rho(1) and rho(2) GABA(C) receptors".Journal of Neurochemistry.75 (6):2602–10.doi:10.1046/j.1471-4159.2000.0752602.x.PMID 11080214.
  4. ^Reis, GM; Duarte, ID (2007). "Involvement of chloride channel coupled GABA(C) receptors in the peripheral antinociceptive effect induced by GABA(C) receptor agonist cis-4-aminocrotonic acid".Life Sciences.80 (14):1268–73.doi:10.1016/j.lfs.2006.12.015.PMID 17316706.
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor


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