Estra-1,5(10)-diene-3,4,17-trione

Base Information

• Chemical Name: Estra-1,5(10)-diene-3,4,17-trione
• CAS No.: 40551-34-6
• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.355
• UNII: 3U2V78OM3M
• DSSTox Substance ID: DTXSID30960966
• Nikkaji Number: J528.646H
• Wikidata: Q20739847
• Mol file: 40551-34-6.mol

Synonyms:1,5(10)-estradiene-3,4,17-trione;1,5-ESTO;3,4-estrone-o-quinone;estra-1,5(10)-diene-3,4,17-trione

Chemical Property of Estra-1,5(10)-diene-3,4,17-trione

Chemical Property:

• Vapor Pressure: 4.47E-09mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 471.9 °C at 760 mmHg
• Flash Point: 205.4 °C
• PSA: 51.21000
• Density: 1.23 g/cm³
• LogP: 2.79640
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 284.14124450
• Heavy Atom Count: 21
• Complexity: 624

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=O)C4=O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=O)C4=O
• Uses: Estrone 3,4-quinone is an intermediate in the synthesis of 4-Hydroxy Estrone 1-N3-(15N5)Adenine (H942111), proposed as a possible tumor biomarker.

Technology Process of Estra-1,5(10)-diene-3,4,17-trione

There total 5 articles about Estra-1,5(10)-diene-3,4,17-trione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Estrone (53-16-7) → 3,4-estrone-o-quinone (40551-34-6) + 2,3-estrogen o-quinone (40551-33-5)

Guidance literature:

With 2-iodoxybenzoic acid; In N,N-dimethyl-formamide; Kinetics;

Reference yield:

4-hydroxyestrone (3131-23-5) → 3,4-estrone-o-quinone (40551-34-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 60 ℃; for 0.166667h;

DOI:10.1021/tx950178c

Reference yield:

4-Aminoestrone (14984-42-0) → 3,4-estrone-o-quinone (40551-34-6)

Guidance literature:

With hydrogenchloride; sodium periodate; In acetic acid; for 0.05h;

DOI:10.1016/0039-128X(95)00232-F

upstream raw materials:

4-Aminoestrone

4-hydroxyestrone

4-nitroestrone

Estrone

Downstream raw materials:

4-hydroxyestrone

Refernces

• 1、 Yamashita, Kouwa,Masuda, Akina,Hoshino, Yuka,Komatsu, Sachiko,Numazawa, Mitsuteru. "Assay of labile estrogen o-quinones, potent carcinogenic molecular species, by high performance liquid chromatography-electrospray ionization tandem mass spectrometry with phenazine derivatization". experimental part. p. 141 - 148. Retrieved 2011/02/22.
• 2、 Jouanin, Isabelle,Debrauwer, Laurent,Fauglas, Gwenola,Paris, Alain,Rathahao, Estelle. "Adduction of catechol estrogens to nucleosides.". . p. 1091 - 1099. Retrieved 2007/10/03.