2-hydroxypropane-1,2,3-tricarboxylic acid; {2-[4-(4-chloro-1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine

• ChemBase ID: 154596
• Molecular Formular: C32H36ClNO8
• Molecular Mass: 598.08314
• Monoisotopic Mass: 597.2129448
• SMILES: CN(C)CCOc1ccc(cc1)/C(=C(\CCCl)/c1ccccc1)/c1ccccc1.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.ClCC/C(=C(/c1ccccc1)\c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H28ClNO.C6H8O7/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-16H,17-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: IWEQQRMGNVVKQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypropane-1,2,3-tricarboxylic acid; {2-[4-(4-chloro-1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine
• IUPAC Traditional name: citro; {2-[4-(4-chloro-1,2-diphenylbut-1-en-1-yl)phenoxy]ethyl}dimethylamine
• Synonyms: (Z)-2-(4-(4-Chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine; Acapodene; Fareston; GTx 006; Z-Toremifene; Toremifene citrate salt

Database IDs

• CAS Number: 89778-27-8
• MDL Number: MFCD01729016
• PubChem SID: 162248734
• PubChem CID: 21864430

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2030618
• LogD (pH = 7.4): 4.8896103
• Log P: 6.269135
• Molar Refractivity: 133.4105 cm^3
• Polarizability: 48.227203 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• RTECS: KH2156700
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-41-50/53
• Safety Statements: 26-39-60-61
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318-H410
• GHS Precautionary statements: P273-P501
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H28ClNO · C6H8O7

DETAILS

Sigma Aldrich - T7204

Biochem/physiol Actions
Toremifene citrate is an oral selective estrogen receptor modulator (SERM). Toremifene citrate is used in advanced (metastatic) breast cancer and being evaluated for prevention of prostate cancer.