(2Z)-but-2-enedioic acid; N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine

• ChemBase ID: 132861
• Molecular Formular: C21H27N3O5
• Molecular Mass: 401.45618
• Monoisotopic Mass: 401.19507098
• SMILES: CN(C)CCN(Cc1ccc(cc1)OC)c1ccccn1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
• InChI: InChI=1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: JXYWFNAQESKDNC-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine
• IUPAC Traditional name: maleic acid; mepyramine
• Synonyms: Bimaleate; AH; Anisopyradamine; Diaminide Maleate; Mepyramine Maleate; Minihist; Paraminyl Maleate; Parmal; Stangen; Thylogen; Pyrilamine Maleate Salt; N1-[(4-Methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-1,2-ethanediamine (2Z)-2-Butenedioate; N-[(4-Methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine (2Z)-2-Butenedioate; Mepyramine maleate salt; N-(4-Methoxyphenyl)methyl-N′,N′-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine maleate salt; Pyrilamine maleate salt; Pyrilamine maleate

Database IDs

• CAS Number: 59-33-6
• EC Number: 200-422-7
• MDL Number: MFCD00069333
• PubChem SID: 162227138; 24277797
• PubChem CID: 5284451

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.22558841
• LogD (pH = 7.4): 1.6611357
• Log P: 3.0435212
• Molar Refractivity: 87.7381 cm^3
• Polarizability: 33.43011 Å^3
• Polar Surface Area: 28.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 101-103°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: UT1225000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... HRH1(3269)

Product Information

• Salt Data: maleate

DETAILS

Sigma Aldrich - P5514

Biochem/physiol Actions
H1 histamine receptor antagonist.

Toronto Research Chemicals - P997225

Antihistaminic.

REFERENCES

• Watanabe, T., et al.: Brain Res., 295, 13 (1984)
• Nakazato, E., et al.: Life Sci., 67, 1139 (1984)
• Masuoka, T., et al.: Brain Res. Bull., 73, 231 (1984)