Miltirone

Base Information

• Chemical Name: Miltirone
• CAS No.: 27210-57-7
• Molecular Formula: C19H22 O2
• Molecular Weight: 282.382
• Hs Code.: 2914399090
• NSC Number: 639662
• DSSTox Substance ID: DTXSID20181683
• Nikkaji Number: J17.268E
• Wikidata: Q27116297
• Pharos Ligand ID: QGQSQNDY983M
• Metabolomics Workbench ID: 46825
• ChEMBL ID: CHEMBL45830
• Mol file: 27210-57-7.mol

Synonyms:5,6,7,8-tetrahydro-8,8-dimethyl-2-isopropyl-3,4-phenanthrenedione;miltirone

Chemical Property of Miltirone

Chemical Property:

• Vapor Pressure: 2.58E-07mmHg at 25°C
• Melting Point: 98-100℃ (hexane )
• Boiling Point: 421.6°Cat760mmHg
• Flash Point: 179.4°C
• PSA: 34.14000
• Density: 1.094g/cm³
• LogP: 4.10530
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 282.161979940
• Heavy Atom Count: 21
• Complexity: 498

Purity/Quality:

≥98% ^*data from raw suppliers

Miltirone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC2=C(C3=C(C=C2)C(CCC3)(C)C)C(=O)C1=O
• Uses: An active component in Salvia miltiorrhiza that has been shown to inhibit the increase in the abundance of the mRNA for the α4 subunit of the GABAA receptor induced by ethanol withdrawal in cultured hippocampal neurons. A potential phytotherapeutic agent in the treatment of alcohol dependence.

Technology Process of Miltirone

There total 32 articles about Miltirone 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: 94.0%

carnosol (5957-80-2) → miltirone (27210-57-7)

Guidance literature:

With zinc(II) formate; In toluene; at 110 ℃; for 6h; Solvent; Reagent/catalyst; Temperature;

Reference yield: 93.0%

6,6-dimethyl-1-vinylcyclohex-1-ene (18238-29-4) + 3-isopropylbenzene-1,2-diol (2138-48-9) → miltirone (27210-57-7)

Guidance literature:

With silver(l) oxide; In ethanol; at 24 ℃; for 3h; ultrasonication;

DOI:10.1021/jo00304a010

Reference yield: 75.0%

carnosic acid (3650-09-7,139236-75-2) → miltirone (27210-57-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 12h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2018.05.073

upstream raw materials:

6,6-dimethyl-1-vinylcyclohex-1-ene

3-isopropylbenzene-1,2-diol

6-isopropyl-1,2-benzoquinone

1,2,3,4-Tetrahydro-1,1-dimethyl-6-hydroxy-7-isopropylphenanthrene

Downstream raw materials:

1,2-didehydromiltirone

1‐oxomiltirone