2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide hydrochloride

• ChemBase ID: 104372
• Molecular Formular: C12H19ClN2O4
• Molecular Mass: 290.74326
• Monoisotopic Mass: 290.10333478
• SMILES: Cl.COc1cc(C(O)CNC(=O)CN)c(OC)cc1
• Canonical SMILES: COc1ccc(cc1C(CNC(=O)CN)O)OC.Cl
• InChI: InChI=1S/C12H18N2O4.ClH/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13;/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16);1H
• InChIKey: MGCQZNBCJBRZDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide hydrochloride
• IUPAC Traditional name: midodrine hydrochloride
• Synonyms: Midodrine hydrochloride; [±]-1-[2,5-Dimethoxyphenyl]-2-glycinamidoethanol; MIDODRINE; ST-1085, Amatine, Gutron, Hipertan, Metligine, ProAmatine,; Midodrine Hydrochloride; 2-氨基-N-[2-(2,5-二甲氧基苯基)-2-羟乙基]乙酰胺; 米多君 盐酸盐

Database IDs

• CAS Number: 3092-17-9
• MDL Number: MFCD00079455
• PubChem SID: 24897237; 162092477
• PubChem CID: 18340

CALCULATED PROPERTIES

• Acid pKa: 13.765054
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.4449556
• LogD (pH = 7.4): -1.7617897
• Log P: -0.95194644
• Molar Refractivity: 66.2238 cm^3
• Polarizability: 26.112099 Å^3
• Polar Surface Area: 93.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 227-229°C

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C)
• RTECS: AB4343000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Grade: analytical standard, for drug analysis

DETAILS

MP Biomedicals - 02155717

Hydrochloride

Sigma Aldrich - M8277

Biochem/physiol Actions
α-肾上腺素激动剂；血管收缩剂

Toronto Research Chemicals - M343750

A phenylalkanolamine derivative which has been found to be effective in treating hypertensive conditions due to their long lasting blood pressure increasing effects.

REFERENCES

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)