3-(2,2,2-trimethylhydrazin-2-ium-1-yl)propanoate

• ChemBase ID: 154965
• Molecular Formular: C6H14N2O2
• Molecular Mass: 146.18756
• Monoisotopic Mass: 146.1055277
• SMILES: C[N+](C)(C)NCCC(=O)[O-]
• Canonical SMILES: [O-]C(=O)CCN[N+](C)(C)C
• InChI: InChI=1S/C6H14N2O2/c1-8(2,3)7-5-4-6(9)10/h7H,4-5H2,1-3H3
• InChIKey: PVBQYTCFVWZSJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,2,2-trimethylhydrazin-2-ium-1-yl)propanoate
• IUPAC Traditional name: 3-(2,2,2-trimethylhydrazin-2-ium-1-yl)propanoate
• Synonyms: MET 88; Meldonium; Quaterin; Mildronate dihydrate; 2-(2-Carboxyethyl)-1,1,1-trimethyl Hydrazinium Inner Salt; 3-(2,2,2-Trimethylhydrazinium)propionate; MET88; Meldomiun; Mildronate

Database IDs

• CAS Number: 76144-81-5; 86426-17-7
• MDL Number: MFCD00876389
• PubChem SID: 162249103
• PubChem CID: 123868

CALCULATED PROPERTIES

• Acid pKa: 4.315107
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.8211935
• LogD (pH = 7.4): -2.7987916
• Log P: -3.5690274
• Molar Refractivity: 61.8228 cm^3
• Polarizability: 15.10322 Å^3
• Polar Surface Area: 52.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >40 mg/mL; Methanol; Water
• Apperance: White Solid; white to off-white powder
• Melting Point: >230°C (dec.)

Safety Information

• Storage Condition: desiccated; Refrigerator
• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C6H14N2O2 · 2H2O

DETAILS

Sigma Aldrich - M5199

Biochem/physiol Actions
Mildronate is an Inhibitor of g-butyrobetaine hydroxylase (BBOX) a key enzyme in the synthesis of carnitine.

Toronto Research Chemicals - M344450

A novel pharmaceutical composition based on a reverse transcriptase inhibitor and meldonium.