Phosphinothricin

HCID 91619CAS 35597-44-5

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Grundinformationen

Standard-SMILES: CP(=O)(O)CC[C@H](N)C(=O)O
InChIKey: IAJOBQBIJHVGMQ-BYPYZUCNSA-N
Summenformel: C5H12NO4P
Durchschnittliche Molmasse: 181,13 g/mol
Monoisotopische Masse: 181,05039449

Überblick

Glufosinate-P is a 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid that has S configuration at position 2. A glutamine synthetase inhibitor, it is used (generally as the corresponding ammonium or sodium salts, known as glufosinate-P-ammonium and glufosinate-P-sodium, respectively) as a herbicide to control annual weeds and grasses. It has a role as an EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor, a herbicide and an agrochemical. It is an enantiomer of a (2R)-glufosinate. It is a tautomer of a glufosinate-P zwitterion.

Namen und Bezeichner

Bevorzugter Name: Phosphinothricin
IUPAC: (2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
Englischer Name: Glufosinate-P
Summenformel: C5H12NO4P
Molmasse: 181.13

Namen und Synonyme

phosphinothricin35597-44-5RefChem:6631642-amino-4-methylphosphinobutyric acidGlufosinate-PL-GlufosinateL-PHOSPHINOTHRICIN(S)-Phosphinothricin(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acidButanoic acid, 2-amino-4-(hydroxymethylphosphinyl)-, (2S)-CHEMBL145114(S)-Glufosinate

Weitere Namen anzeigen

L-Glufosinate ammoniumGlufosinate Impurity 5L-GlufositePhosphinothricine(S)-2-Amino-4-(hydroxymethylphosphinyl)butyric acid(S)-4-[Hydroxy(methyl)phosphinyl]-2-aminobutyric acid

DTXSID401020544(2S)-2-amino-4-(hydroxymethylphosphinyl)butanoic acid(2S)-2-Amino-4-(hydroxy(methyl)phosphoryl)butanoic acidGlufosinate-P [ISO](2S)-2-amino-4-(hydroxy(methyl)phosphinoyl)butyric acidCHEMBL53515315766-01-5(2S)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butanoate

Datenbank-Bezeichner

CAS: 35597-44-5、51276-47-2
PubChem CID: 91619
DTXSID: DTXSID401020544
ChEMBL: CHEMBL145114、CHEMBL535153
ChEBI: CHEBI:142852
UNII: 72P470U27C
EC Number: 690-077-2
Nikkaji: J391.973K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -5
Polarare Oberfläche (TPSA): 101 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 4
Schwere Atome: 11
Formalladung: 0
Komplexität: 193

Physikochemische Eigenschaften

Schmelzpunkt: 209 · 209-210 °C
Siedepunkt: 519.1 · 519.1±45.0 °C(Predicted)
Dichte: 1.378 · 1.378±0.06 g/cm3(Predicted)
pka: 2.22 · 2.22±0.10(Predicted)
InChI: InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)/t4-/m0/s1
InChIKey: IAJOBQBIJHVGMQ-BYPYZUCNSA-N
SMILES: C(CP(O)(=O)C)[C@H](N)C(=O)O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P301+P317, P304+P340, P316, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 28 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationButanoic acid, 2-amino-4-(hydroxymethylphosphinyl)-, (2S)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxikologische Informationen

Health EffectsSeizures; muscle weakness (post-status epileptic myopathy); convulsions; and even death. (T10)

Toxicity SummaryGlufosinate irreversibly inhibits the enzyme glutamine synthetase, which decreases ammonia detoxification. Increased ammonia levels lead to impairment of photorespiration and photosynthesis in plants. (T10)

Signs and SymptomsNausea, vomiting, and diarrhea that is followed in 24h by impaired respiration. (T10)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

Alarmwort: Achtung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.