24381-12-2

Basic information

• Product Name: 2-iodoestradiol
• Synonyms: Estra-1,3,5(10)-triene-3,17b-diol, 2-iodo- (7CI,8CI);2-Iodoestradiol
• CAS NO: 24381-12-2
• Molecular Formula: C₁₈H₂₃IO₂
• Molecular Weight: 398.28
• Mol File: 24381-12-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 443°C at 760 mmHg
• Flash Point: 221.7°C
• Appearance: /
• Density: 1.563g/cm³
• Vapor Pressure: 1.25E-08mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: 2-iodoestradiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodoestradiol(24381-12-2)
• EPA Substance Registry System: 2-iodoestradiol(24381-12-2)

Safety Data

• Hazardous Substances Data: 24381-12-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H23IO2/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-16(20)15(19)9-13(10)11/h8-9,11-12,14,17,20-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1

Upstream product

• 50-28-2 estradiol 
• 1474-52-8 estradiol-3,17-diacetate 
• 32158-57-9 estra-1,3,5(10)-triene-3,17β-diol 3-methoxymethyl ether 
• 53-16-7 Estrone 
• 113680-55-0 (8R,9S,13S,14S,17S)-3,17-bis(methoxymethoxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene 
• 244250-43-9 2-iodo-3,17-bis-O-(methoxymethyl)estradiol 
• 110370-91-7 2-Iodoestradiol-17-acetate 
• 113680-60-7 2-trimethylsilyl-1,3,5(10)-triene-3,17β-diol 3-methoxymethyl ether 
• 133586-87-5 2-phenylselenenylestradiol 
• 89685-85-8 2-iodoestra-1,3,5(10)-trien-3,17β-diyl diacetate 
• 1600-27-7 mercury(II) diacetate 
• 27059-94-5 iodoacetamide 
• 1474-52-8 17β-oestradiol diacetate 
• 50-28-2 estradiol 

Downstream Products

• 1225055-55-9 (8R,9S,13S,14S,17S)-2-(4-methoxyphenyl)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol 
• 50-28-2 estradiol 
• 362-07-2 2-Methoxyestradiol 

Relevant articles and documents

The effect of exchanging various substituents at the 2-position of 2-methoxyestradiol on cytotoxicity in human cancer cell cultures and inhibition of tubulin polymerization

A new set of estradiol derivatives bearing various substituents at the 2-position were synthesized in order to further elucidate the structural parameters associated with the antitubulin activity and cytotoxicity of 2-substituted estradiols. The potencies

A Novel 1,3 O -> Silyl Shift and Deacylation Reaction Mediated by Tetra-n-butylammonium Fluoride in an Aromatic System

A novel 1,3 O -> C migration of a silyl group accompanied by a deacylation reaction was discovered during the conversion of 2-acetyl-3,17-bis(tert-butyldimethylsilyl)-β-estradiol (4) and 3,17-bis(tert-butyldimethylsilyl)-2-propionyl-β-estradiol (5) to 2,17-bis(tert-butyldimethylsilyl)-β-estradiol (6) in the presence of tetra-n-butylammonium fluoride.A crossover experiment indicated that the transformation is intramolecular.

Oxalic Acid Monothioester for Palladium-Catalyzed Decarboxylative Thiocarbonylation and Hydrothiocarbonylation

Oxalic acid monothioester (OAM), an easily accessible and storable reagent, was reported herein as a thioester synthetic equivalent for palladium-catalyzed decarboxylative thiocarbonylation of organohalides and hydrothiocarbonylation of unsaturated carbon-carbon bonds at room temperature with high chemo- and regioselectivity. The reaction is applicable to the synthesis of cysteine-derived thioesters, thus allowing chemical modification of cysteine-containing peptides. Decarboxylation of OAM proceeds through oxidative addition of Pd(0) to the acyl-S bond, which accounts for the very mild reaction conditions.

Mild arming and derivatization of natural products via an In(OTf) 3-catalyzed arene iodination

Figure presented Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)3 at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.