{2-[4-(1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine

• ChemBase ID: 104666
• Molecular Formular: C26H29NO
• Molecular Mass: 371.51456
• Monoisotopic Mass: 371.22491455
• SMILES: CC/C(=C(/c1ccccc1)\c1ccc(OCCN(C)C)cc1)/c1ccccc1
• Canonical SMILES: CC/C(=C(/c1ccccc1)\c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3
• InChIKey: NKANXQFJJICGDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[4-(1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine; (2-{4-[(1E)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine
• IUPAC Traditional name: {2-[4-(1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine; trans-tamoxifen
• Synonyms: (Z)-1-(p-Dimethylaminoethoxyphenyl)-1,2-diphenyl-1-butene; trans-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine; Tamoxifen; [Z]-1-[p-Dimethylaminoethoxyphenyl]-1,2-diphenyl-1-butene; TAMOXIFEN FREE BASE; 2-[4-[(1E)-1,2-Diphenyl-1-buten-1-yl]phenoxy]-N,N-dimethyl-ethanamine; 2-[p-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethyl-ethylamine; cis-Tamoxifen; (E)-Tamoxifen; {2-[4-(1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine; (Z)-1-(对二甲基氨基乙氧基苯基)-1,2-二苯基-1-丁烯; (Z)-2-[4-(1,2-二苯基-1-丁烯)苯氧基]-N,N-二甲基乙胺; 他莫昔芬

Database IDs

• CAS Number: 10540-29-1; 13002-65-8
• EC Number: 234-118-0
• MDL Number: MFCD00010454
• PubChem SID: 162091959
• PubChem CID: 3032583

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2851102
• LogD (pH = 7.4): 4.971639
• Log P: 6.351222
• Molar Refractivity: 128.4308 cm^3
• Polarizability: 46.4946 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 58-60°C; 97 - 98°C; 97-98 °C(lit.); 98°C
• Hydrophobicity(logP): 6.818

Safety Information

• Storage Condition: 2-8°C; Amber Vial, -20°C Freezer, Under Inert Atmosphere
• RTECS: KR5919600
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-60-61-64; R:45
• Safety Statements: 53-45; S:28-36/37/39-45-53
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H350-H360-H362
• GHS Precautionary statements: P201-P263-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Pharmacology Properties

• Gene Information: human ... ESR1(2099)

Product Information

• Purity: 95%; 96%
• Linear Formula: C6H5C(C2H5)=C(C6H5)C6H4OCH2CH2N(CH3)2

DETAILS

MP Biomedicals - 02156738

Free Base

Sigma Aldrich - 281611

Biochem/physiol Actions
Protein kinase C inhibitor. Induces apoptosis in human malignant glioma cell lines. Tamoxifen and its metabolite 4-hydroxytamoxifen are selective estrogen response modifiers (SERMs) that act as estrogen antagonists in mammary gland. Blocks estradiol-stimulated VEGF production in breast tumor cells.

Toronto Research Chemicals - T006010

Antineoplastic.

REFERENCES

• Bakken, G., et al.: J. Med. Chem., 43, 4534 (2000)
• Asikainen, A., et al.: Environ. Sci. Technol., 38, 6724 (2000)
• Shiina, I., et al.: Bioorg. Med. Chem., 15, 7599 (2000)