(aminomethyl)phosphonic acid

• ChemBase ID: 104105
• Molecular Formular: CH6NO3P
• Molecular Mass: 111.037001
• Monoisotopic Mass: 111.00852969
• SMILES: NCP(=O)(O)O
• Canonical SMILES: NCP(=O)(O)O
• InChI: InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)
• InChIKey: MGRVRXRGTBOSHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (aminomethyl)phosphonic acid
• IUPAC Traditional name: aminomethylphosphonic acid
• Synonyms: Aminomethanephosphonic acid; AMINOMETHYLPHOSPHONIC ACID; AMPA; (Aminomethyl)phosphonic acid; (Aminomethane)phosphonic acid; 氨甲基膦酸; (氨基甲基)磷酸

Database IDs

• CAS Number: 1066-51-9
• EC Number: 000-000-0
• MDL Number: MFCD00008105
• Beilstein Number: 1701219
• PubChem SID: 24859469; 24846165; 162091552; 24890431; 24897376
• PubChem CID: 14017
• Chemspider ID: 13399
• Wikipedia Title: Aminomethylphosphonic_acid

CALCULATED PROPERTIES

• Acid pKa: -0.19772765
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.8600943
• LogD (pH = 7.4): -3.4086764
• Log P: -2.8459506
• Molar Refractivity: 20.4955 cm^3
• Polarizability: 8.541699 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 290°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: Hygroscopic
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 35; 36/37/38; R:36/37/38
• Safety Statements: 26-36/37/39-45; 26-37; S:20-25-26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338-P310
• RID/ADR: UN 3261 8/PG 3

Pharmacology Properties

• Gene Information: human ... F10(2159), F2(2147), PLG(5340)rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

Product Information

• Purity: ≥99.0% (T); 99%
• Grade: analytical standard; puriss.
• Packaging: ampule of 100 mg
• Linear Formula: NH2CH2P(O)(OH)2

DETAILS

MP Biomedicals - 02154753

Purity: 99% Crystalline Analog of glycine.

Sigma Aldrich - A0539

Linkage
甘氨酸类似物；草甘膦的降解产物。

Sigma Aldrich - 324817

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 08385

Other Notes
Major metabolite of the herbicide glyphosate. Building block used for preparing P-terminal phosphonopeptides1

REFERENCES

• For a synthesis of other 1-aminoalkylphosphonates from alkyl phosphonate esters see: Synth. Commun., 21, 1039 (1991).