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

• ChemBase ID: 73081
• Molecular Formular: C32H36ClNO8
• Molecular Mass: 598.08314
• Monoisotopic Mass: 597.2129448
• SMILES: c1c(ccc(c1)/C(=C(\c1ccccc1)/CCCl)/c1ccccc1)OCCN(C)C.OC(=O)CC(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)/b26-25-
• InChIKey: IWEQQRMGNVVKQW-OQKDUQJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; 2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: citro; toremifene
• Synonyms: Fareston; Acapodene; Toremifene Citrate; (Z)-2-(4-(4-chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)-N,N-dimethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate; 2-[4-[(1Z)-4-Chloro-1,2-diphenyl-1-butenyl]phenoxy]-N,N-dimethylethanamine 2-Hydroxy-1,2,3-propanetricarboxylate; FC 1157a; NK 622; NSC 613680

Database IDs

• CAS Number: 89778-27-8
• PubChem SID: 162038001
• PubChem CID: 3005572

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; Methanol
• Apperance: White-to-Off-White Solid
• Melting Point: 160-162°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer

Product Information

• Salt Data: Citrate; Citrate

DETAILS

Selleck Chemicals - S1776

Research Area: Endocrinology
Biological Activity:
Toremifene Citrate(Fareston, Acapodene) is an oral selective estrogen receptor modulator (SERM) which helps oppose the actions of estrogen in the body. [1] Chemically related to tamoxifen, toremifene is a selective estrogen receptor modulator (SERM). This agent binds competitively to estrogen receptors, thereby interfering with estrogen activity. Toremifene also has intrinsic estrogenic properties, which are manifested according to tissue type or species. [2]

Toronto Research Chemicals - T547500

An antiestrogen and antineoplastic. Nonsteroidal antiestrogen structurally similar to Tamoxifen.

REFERENCES

• http://www.rxlist.com/fareston-drug.htm
• Kallio, S., et al.: Cancer Chemother. Pharmacol., 17, 103 (1986)
• Valavaara, R., et al.: Eur. J. Cancer Clin. Oncol., 24, 785 (1986)