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Home > Encyclopedia > 2-amino-4-phosphonobutyric acid

2-amino-4-phosphonobutyric acid

2-amino-4-phosphonobutyric acid structure

2-amino-4-phosphonobutyric acid 

structure
  • CAS No:

    6323-99-5

  • Formula:

    C4H10NO5P

  • Chemical Name:

    2-amino-4-phosphonobutyric acid

  • Synonyms:

    2-Amino-4-phosphonobutanoic acid;DL-2-Amino-4-phosphonobutyric Acid, 98.0+ % (HPLC);Butanoic acid, 2-amino-4-phosphono-

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

DL-AP4 is a broad-spectrum glutamatergic antagonist. DL-AP4 (2.5 mM) inhibits electrically stimulated synaptic transmission in rabbit hippocampal slices. It also depresses depolarizations induced by NMDA , L-homocysteate, or kainate in isolated frog spinal cord when used at a concentration of 1 mM. DL-AP4 (0.2 mM) inhibits the accumulation of inositol induced by ibotenate , quisqualate, L-glutamate, and L-aspartate in rat hippocampal slices.

2-amino-4-phosphonobutyric acid Basic Attributes

183.1

183.10

354086|30079

White to off-white

2931900090

Characteristics

121

-5.5

1.628±0.06 g/cm3(Predicted)

229-231 °C(Solv: ethanol (64-17-5); water (7732-18-5))

491.7±55.0 °C(Predicted)

Soluble to 50 mM in water

2.19±0.10(Predicted)

Store at RT

Safety Information

Store at RT

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)|Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)

2-amino-4-phosphonobutanoic acid

2-amino-4-phosphonobutyric acid Use and Manufacturing

DL-2-Amino-4-phosphonobutanoic acid (AP4) is an amino-acid derivative reported to block cone signals in the rat retina. Improves learning and memory processes in passive and active avoidance situations in rats.

Computed Properties

Molecular Weight:183.10
XLogP3:-5.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:183.02965942
Monoisotopic Mass:183.02965942
Topological Polar Surface Area:121
Heavy Atom Count:11
Complexity:187
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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