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65646-68-6 (Fenretinide)

1

Identification

Fenretinide Fenretinide
Name Fenretinide
Formula C26H33NO2
MW 391.55
CAS No. 65646-68-6
EINECS
Smiles CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/C(NC2=CC=C(O)C=C2)=O)=C(C)CCC1
Synonyms N-(4-Hydroxyphenyl)retinamide; Retinoic acid p-hydroxyanilide; (2E,4E,6E,8E)-N-(4-hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
InChI InChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
2

Introduction

Fenretinide (4-HPR) is a synthetic retinoid deriverative.

Background Information

Fenretinide is a synthetic retinoid agonist. It is an antiproliferative, antioxidant and anticancer agent with a long half-life in vivo. ......by AdooQ BioScience, LLC
Fenretinide is an orally-active synthetic phenylretinamide analogue of retinol (vitamin A) with potential antineoplastic and chemopreventive activities. Fenretinide binds to and activates retinoic acid receptors (RARs), thereby inducing cell differentiati ......by BOC Sciences
Fenretinide is a Vitamin A acid analog that displays antioxidant and antiproliferative activity. Fenretinide binds to and activates retinoic acid receptors (RARs), thereby inducing cell differentiation and apoptosis in some tumor cell types. ......by BioVision, Inc.,
Fenretinide is a synthetic retinoid deriverative, binding to the retinoic acid receptors (RAR) at concentrations necessary to induce cell death. ......by MedChemexpress Co., Ltd.
Fenretinide is an orally-active synthetic phenylretinamide analogue of retinol (vitamin A) with potential antineoplastic and chemopreventive activities. Fenretinide binds to and activates retinoic acid receptors (RARs), thereby inducing cell differentiation and apoptosis in some tumor cell types. This agent also inhibits tumor growth by modulating angiogenesis-associated growth factors and their receptors and exhibits retinoid receptor-independent apoptotic properties. ......by MedKoo Biosciences, Inc.
Fenretinide (4-HPR) is a synthetic retinoid deriverative. 4-HBR is shown to exhibit binding to the retinoic acid receptors (RAR) at concentrations necessary to induce cell death. ......by Target Molecule Corp.
Synthetic retinoid agonist. Antiproliferative, antioxidant and anticancer agent with a long half-life in vivo. Apoptotic effects appear to be mediated by a mechanism distinct from that of 'classical' retinoids. Deuterated analog also available. ......by Tocris Bioscience Inc.
3

Protocol(Only for Reference)

Cell Experiment

Animal Experiment

4

Physical and Chemical Properties

Appearance:Light yellow to yellow solid EBNumber:EB000019104

Storage condition

Store at or below -20 oC. by LC Laboratoies

Solubility

Soluble in DMSO at 90 mg/mL; soluble in ethanol at 25 mg/mL with warming; very poorly soluble in water; maximum solubility in plain water is estimated to be about 1-5 μM; buffers, serum, or other additives may increase or decrease the aqueous solubility. by LC Laboratoies
DMSO ≥100mg/mL Ethanol ≥100mg/mL by MedChemexpress Co., Ltd.
5

Mechanism and Indication

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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Fenretinide Eastern Cooperative Oncology Group Dysplastic nevus syndrome 1998/9/30 2000/3/31 Phase 2 Clinical
Fenretinide Prostate tumor 2004/6/30 2009/1/1 Phase 2 Clinical
Fenretinide Cancer Therapeutics Research Group Hormone refractory prostate cancer 2003/11/30 2011/2/1 Phase 2 Clinical
Fenretinide MD Anderson Cancer Center Breast tumor 1996/5/31 2003/1/31 Phase 2 Clinical
Fenretinide National Cancer Institute Ovary tumor 2001/9/30 2004/3/1 Phase 2 Clinical
Fenretinide - Phase 3
7

Safety Data of Fenretinide

Hazard Symbols : T
Risk Statements : R60;R61;R20/21/22;R36/37/38
Safety Statements : S52;S26;S36/37/39;S45
RTECS : VH6420000
WGKGermany : 3
8

Spectral Information

9

Suppliers List

Company Price and Availability Country/Region
Abcam 10mg/USD115() USA
AdooQ BioScience, LLC 25mg/USD120() USA
Apexbio Technology LLC 10mg/USD50(In stock) USA
Ark Pharm, Inc. USA
BOC Sciences
BioVision, Inc., USA
Biochempartner Co., Ltd China
CHEMSCENE, LLC 10mg/USD60();50mg/USD107() USA
Carbosynth Limited 10mg/USD95()
Cayman Chemical Company 5mg/USD39() USA
Clearsynth Labs Limited 25mg/USD120() India
EMD Millipore 5mg/USD149() USA
LC Laboratoies 10mg/USD39(In stock);25mg/USD64(In stock);50mg/USD89(In stock);100mg/USD121(In stock);250mg/USD233(In stock);500mg/USD335(In stock);1g/USD545(In stock);2g/USD915(In stock);5g/USD1990(In stock) USA
Lancrix Chemicals. 500mg/USD320() China
MedChemexpress Co., Ltd. 10mg/USD60();50mg/USD107() USA
MedKoo Biosciences, Inc. USA
Santa Cruz Biotechnology, Inc. 5mg/USD104() USA
Selleck Chemicals LLC USA
Shanghai Haoyuan Chemexpress Co., Ltd. 10mg/USD60();50mg/USD107() China
Sigma-Aldrich, Inc. 5mg/USD151() USA
Target Molecule Corp. 5mg/USD30();10mg/USD55();25mg/USD108();50mg/USD198() USA
Tocris Bioscience Inc. 10mg/USD139() USA
Tokyo Chemical Industry Co., Ltd. 10mg/USD94() Japan
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Related Products

Other Forms of 65646-68-6

Name CAS No Formula MW

Recommended Compounds in RAR/RXR Autophagy

Name CAS No Formula MW
AGN 205728 859498-05-8 C29H27NO3 437.53
AGN 196996 958295-17-5 C24H20BrNO5 482.32
AGN 194310 229961-45-9 C28H24O2S 424.55
Acitretin (sodium) 925701-88-8 C21H25NaO3 348.41
Acitretin 55079-83-9 C21H26O3 326.43
Adapalene (sodium salt) 911110-93-5 C28H27NaO3 434.5
Adapalene 106685-40-9 C28H28O3 412.52
TTNPB 71441-28-6 C24H28O2 348.48
Magnolol 528-43-8 C18H18O2 266.33
Tazarotene 118292-40-3 C21H21NO2S 351.46
LG 100268 153559-76-3 C24H29NO2 363.49
Isotretinoin 4759-48-2 C20H28O2 300.44
Palovarotene 410528-02-8 C27H30N2O2 414.54
Retinoic acid 302-79-4 C20H28O2 300.44
AM580 102121-60-8 C22H25NO3 351.44
(R)-Flurbiprofen 51543-40-9 C15H13FO2 244.2609
Tamibarotene 94497-51-5 C22H25NO3 351.44
Bexarotene 153559-49-0 C24H28O2 348.48
AGN 195183 367273-07-2 C22H22ClF2NO4 437.86
AR7 80306-38-3 C15H12ClNO 0.0

Recommended Compounds in Same Indication

Name CAS No Formula MW
TAK-700 (R-form) 752243-39-3 C18H17N3O2 307.35
Volasertib 755038-65-4 C34H50N8O3 618.81
Olaparib 763113-22-0 C24H23FN4O3 434.46
KX2-391 897016-82-9 C26H29N3O3 431.53
Toremifene 89778-26-7 C26H28ClNO 405.96
Toremifene (Citrate) 89778-27-8 C32H36ClNO8 598.08
Bicalutamide 90357-06-5 C18H14F4N2O4S 430.37
IDO5L 914471-09-3 C9H7ClFN5O2 271.6356
Enzalutamide 915087-33-1 C21H16F4N4O2S 464.44
Betulinic acid 472-15-1 C30H48O3 456.7
Tivozanib 475108-18-0 C22H19ClN4O5 454.86
Linsitinib 867160-71-2 C26H23N5O 421.49
Leuprolide (Acetate) 74381-53-6 C61H88N16O14 1269.45
Retaspimycin 857402-23-4 C31H45N3O8 587.7
Retaspimycin (Hydrochloride) 857402-63-2 C31H46ClN3O8 624.17
Motesanib (Diphosphate) 857876-30-3 C22H29N5O9P2 569.44
Bafetinib 859212-16-1 C30H31F3N8O 576.6154
LY2228820 862507-23-1 C26H37FN6O6S2 612.74
Veliparib 912444-00-9 C13H16N4O 244.29
Veliparib (dihydrochloride) 912445-05-7 C13H18Cl2N4O 317.21
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Route of Synthesis

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References

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More Information

Fenretinide

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