6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid

Base Information Edit

Chemical Name:6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid
CAS No.:125316-60-1
Molecular Formula:C27H26 O3
Molecular Weight:398.53
Hs Code.:
European Community (EC) Number:692-455-2
DSSTox Substance ID:DTXSID80154737
Nikkaji Number:J694.753K
Wikidata:Q27074360
Pharos Ligand ID:AU4X1UHW155T
ChEMBL ID:CHEMBL1180
Mol file:125316-60-1.mol

Synonyms:6-(3-(1-adamantyl)-4-hydroxyphenyl)-2-naphthalenecarboxylic acid;AHPN;CD 437;CD-437;CD437 cpd;Ro 47-2077;Ro-47-2077

Suppliers and Price of 6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
O-DesmethylAdapalene
5mg
$ 60.00

Sigma-Aldrich
CD437 ≥98% (HPLC), solid
5mg
$ 169.00

Sigma-Aldrich
Apoptosis Activator VI, CD437/AHPN
5mg
$ 161.87

Sigma-Aldrich
CD437 ≥98% (HPLC), solid
25mg
$ 703.00

DC Chemicals
CD437 >98%
1 g
$ 2100.00

DC Chemicals
CD437 >98%
100 mg
$ 600.00

ChemScene
CD437 ≥98.0%
50mg
$ 460.00

ChemScene
CD437 ≥98.0%
100mg
$ 820.00

ChemScene
CD437 ≥98.0%
25mg
$ 260.00

ChemScene
CD437 ≥98.0%
10mg
$ 120.00

Total 31 raw suppliers

Chemical Property of 6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid Edit

Chemical Property:

Vapor Pressure:5.27E-15mmHg at 25°C
Melting Point:271.6-276oC
Boiling Point:595°Cat760mmHg
PKA:4.17±0.30(Predicted)
Flash Point:327.7°C
PSA：57.53000
Density:1.29g/cm³
LogP:6.37840
Storage Temp.:−20°C
Solubility.:DMSO: 26 mg/mL
XLogP3:7.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:398.18819469
Heavy Atom Count:30
Complexity:630

Purity/Quality:

98%,99%, ^*data from raw suppliers

O-DesmethylAdapalene ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1C2CC3CC1CC(C2)(C3)C4=C(C=CC(=C4)C5=CC6=C(C=C5)C=C(C=C6)C(=O)O)O
Uses An intermediate in the preparation of Adapalene derivatives.

Technology Process of 6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid

There total 7 articles about 6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic Acid 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: 79.0%

: 106685-43-2
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester

: 125316-60-1
CD₄₃₇

Guidance literature:: With sodium hydroxide; In methanol; for 8h; Heating;
DOI:10.1021/jm00026a006

Reference yield:

: 106-41-2
4-bromo-phenol

: 125316-60-1
CD₄₃₇

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / conc. H₂SO₄ / CH₂Cl₂ / 8 h / Ambient temperature

2: 86 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / dimethylformamide / 4 h / Ambient temperature

3: 1.) Mg, I₂, 2.) ZnCl₂, 3.) NiCl₂*1,2-bis(diphenylphosphino)ethane

4: 99 percent / 1.1 M tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

5: 79 percent / 2 N NaOH / methanol / 8 h / Heating

With dmap; sodium hydroxide; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; sulfuric acid; tetrabutyl ammonium fluoride; iodine; magnesium; triethylamine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00026a006

Reference yield:

: 768-95-6
1-adamanthanol

: 125316-60-1
CD₄₃₇

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / conc. H₂SO₄ / CH₂Cl₂ / 8 h / Ambient temperature

2: 86 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / dimethylformamide / 4 h / Ambient temperature

3: 1.) Mg, I₂, 2.) ZnCl₂, 3.) NiCl₂*1,2-bis(diphenylphosphino)ethane

4: 99 percent / 1.1 M tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

5: 79 percent / 2 N NaOH / methanol / 8 h / Heating

With dmap; sodium hydroxide; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; sulfuric acid; tetrabutyl ammonium fluoride; iodine; magnesium; triethylamine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00026a006