CAS 140187-23-1

(S)-5-fluorowillardiine

Description:

(S)-5-fluorowillardiine is a synthetic analog of the naturally occurring compound willardiine, which is known for its activity as an agonist at certain glutamate receptors. This compound features a fluorine atom at the 5-position of the willardiine structure, which can influence its biological activity and pharmacological properties. It is characterized by its chiral nature, with the (S) configuration indicating the specific spatial arrangement of its atoms. The presence of the fluorine atom can enhance lipophilicity and metabolic stability, potentially affecting its interaction with biological targets. (S)-5-fluorowillardiine is primarily used in research settings to study receptor mechanisms and neuronal signaling pathways. Its role in neuroscience research is significant, as it helps in understanding excitatory neurotransmission and the development of therapeutic agents for neurological disorders. As with many chemical substances, safety and handling precautions are essential due to its potential biological activity.

Formula: C₇H₈FN₃O₄

InChI: InChI=1/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1

InChI key: InChIKey=DBWPFHJYSTVBCZ-BYPYZUCNSA-N

SMILES: C([C@@H](C(O)=O)N)N1C(=O)NC(=O)C(F)=C1

Synonyms:

• (2S)-2-Amino-3-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)propanoic acid
• (5S)-Fluorowillardiine
• (S)-2-Amino-3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid
• (S)-alpha-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimmidinepropanoic acid
• (αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid
• 1(2H)-Pyrimidinepropanoic acid, α-amino-5-fluoro-3,4-dihydro-2,4-dioxo-, (S)-
• 1(2H)-Pyrimidinepropanoic acid, α-amino-5-fluoro-3,4-dihydro-2,4-dioxo-, (αS)-
• 1(2H)-Pyrimmidinepropanoic acid, alpha-amino-5-fluoro-3,4-dihydro-2,4-dioxo-, (S)-
• 3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-L-alanine
• 5-Fluorowillardiine
• (S)-5-Fluorowillardiine
• (S)-(-)-ALPHA-AMINO-5-FLUORO-3,4-DIHYDRO-2,4-DIOXO-1(2H)PYRIDINEPROPANOIC ACID
• (S)-(-)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)pyridinepropanoicacid
• (S)-(-)-5-FLUOROWILLARDIINE USP/EP/BP
• 3-(5-fluorouracil-1-yl)-L-alanine

(αS)-α-Amino-5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

CAS: 140187-23-1

Formula: C₇H₈FN₃O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 217.1545

Ref: IN-DA003A2U

(S)-(-)-5-Fluorowillardiine

CAS: 140187-23-1

(S)-(-)-5-Fluorowillardiine

Purity: ≥98%

Molecular weight: 217.15g/mol

Ref: 54-BUP02015

(S)-(-)-5-Fluorowillardiine

CAS: 140187-23-1

(S)-(-)-5-Fluorowillardiine ((S)-5-Fluorowillardiine) is an AMPA receptor-specific agonist

Formula: C₇H₈FN₃O₄

Purity: 99.69%

Color and Shape: Off-White Solid

Molecular weight: 217.15

Ref: TM-T13480

(S)-(-)-5-Fluorowillardiine

Controlled Product

CAS: 140187-23-1

Applications (S)-(-)-5-Fluorowillardiine is a potent and selective AMPA receptor agonist at hGluR1 and hGluR2 (1,2).
References (1) Hawkinson, J. E. and Espitia, S. A.: Eur J Pharmacol. 329, 213 (1997) (2) Larm, J. A., et al.: Eur J Pharmacol. 314, 249 (1996)

Formula: C₇H₈FN₃O₄

Color and Shape: Neat

Molecular weight: 217.16

Ref: TR-F621728