Product Details
Appearance:white crystalline powder
35212-22-7 Properties
- Molecular Formula:C18H16O3
- Molecular Weight:280.323
- Appearance/Colour:white crystalline powder
- Vapor Pressure:8.47E-08mmHg at 25°C
- Melting Point:116-120 °C(lit.)
- Refractive Index:1.592
- Boiling Point:435.9 °C at 760 mmHg
- Flash Point:209.3 °C
- PSA：39.44000
- Density:1.184 g/cm3
- LogP:4.24720
35212-22-7 Usage
Description
Ipriflavone, a derivative of isoflavone, is a calcium metabolism regulator useful in the treatment of primary and secondary osteoporosis, as well as disorders of osteogenesis. It appears to be without significant side-effects.
Chemical Properties
white powder
Originator
Chinoin (Japan)
Uses
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one (Ipriflavone) has been used as a model drug in a study to functionalize the mesoporous bioactive glasses (MBG). Study suggested that since ipriflavone is a hydrophobic anti-osteoporotic drug, it easily attaches to the surface of MBG and results in long-term drug delivery.
Uses
anabolic
Definition
ChEBI: A member of the class of isoflavones that is isoflavone in which the hydrogen at position 7 is replaced by an isopropoxy group. A synthetic isoflavone, it was formerly used for the treatment of osteoporosis, although a randomised controlled study failed to show any benefit. It is still used to prevent osteoporosis in post-menopausal women.
Brand name
Osten
General Description
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one (Ipriflavone), a synthetic flavonoid, is reported to stimulate the activity of osteoblasts. It is reported to promote the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like (ROB) cells as well as the activity of alkaline phosphatase. Ipriflavone, an isoflavone derivative, is a new drug used to decrease bone loss in osteoporosis.
InChI:InChI=1/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3
35212-22-7 Relevant articles
Synthesis, crystal structure, characterization and antifungal activity of 3,4-diaryl-1H-Pyrazoles derivatives
Zhang, Jin,Tan, Da-Jin,Wang, Tao,Jing, Si-Si,Kang, Yang,Zhang, Zun-Ting
, p. 235 - 242 (2017/08/09)
A series of 3,4-diaryl-1H-pyrazoles derivatives were designed and synthesized by the reaction of 3-heteroarylchromones and 3-phenylchromones with hydrazine hydrate in good yields. All of those compounds were characterized by 1H NMR, 13C NMR, IR, and HRMS. Moreover, 3-(2,4-dihydroxyphenyl)-4-(4-hydroxyphenyl)-1H-pyrazole and 3-(2,4-dihydroxy phenyl)-4-(4-methoxyphenyl)-1H-pyrazole were further conformed by the single crystal X-ray diffraction. In addition, the antifungal activity against five phytopathogenic fungi (Cytospora sp., Colletotrichum gloeosporioides, Botrytis cinerea, Alternaria solani and Fusarium solani) of 3,4-diaryl-1H-pyrazoles were evaluated. 3-(2-Hydroxy-4-isopropoxyphenyl)-4-phenyl-1H-pyrazole was more better and broader inhibitory effect on Cytospora sp., C. gloeosporioides, A. solani and Fusarium solani with IC50 values of 26.96, 28.84, 16.77 and 22.10 μg/mL, respectively. 4-(4-Fluorophenyl)-3-(2-hydroxy-4-methoxyphenyl)-1H-pyrazole exhibited fairly effective antifungal activity against Cytospora sp., C. gloeosporioides and A. solani with IC50 values of 11.91, 14.92 and 16.98 μg/mL, respectively.
Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes
He, Qing,Wang, Liwen,Liang, Yong,Zhang, Zunting,Wnuk, Stanislaw F.
, p. 9422 - 9427 (2016/10/17)
Transition-metal-free LiCl-promoted cross-coupling reactions of tetraphenyltin, trichlorophenyl-, dichlorodiphenyl-, and chlorotriphenylstannanes with aryl halides in DMF provided access to biaryls in good to high yields. Up to four phenyl groups were transferred from the organostannanes substrates. The aryls bearing electron-withdrawing groups in either halides or organotin substrates gave coupling products in higher yields. The methodology has been applied for the efficient synthesis of ipriflavones.
Thallium(III) p-tosylate mediated oxidative 2,3-aryl rearrangement: A new useful route to ipriflavone and its analogs
Muthukrishnan,Singh, Om V.
experimental part, p. 3875 - 3883 (2009/04/11)
A new route for the synthesis of ipriflavone, an antiosteoporotic agent, is described that has four steps and 60% yields starting from resacetophenone (2). The key step of the present methodology is thallium(III) p-tosylate mediated oxidative 2,3-aryl rearrangement of flavanone to generate the isoflavone ring system of ipriflavone in a highly efficient manner. Copyright Taylor & Francis Group, LLC.
COMPOUNDS USEFUL FOR THE INHIBITION OF ALDH
-
Page/Page column 22-23, (2010/11/30)
The present invention provides novel antidipsotropic compounds. The invention further provides methods of inhibiting ALDH-2 using the compounds described herein. Methods for modulating alcohol consumption, alcohol dependence and/or alcohol abuse by administering the compounds of the invention to an individual are also provided. The present invention further provides a rationale for designing additional novel antidipsotropic compounds.
35212-22-7 Process route
-
- 13057-72-2
7-hydroxyisoflavone
-
- 75-26-3
isopropyl bromide
-
- 35212-22-7
Ipriflavone
| Conditions | Yield |
|---|---|
|
With potassium carbonate; In N,N-dimethyl-formamide; at 75 - 100 ℃; for 2.16667h;
|
93% |
|
With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 4h;
|
42% |
|
With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 4h;
|
42% |
|
With potassium carbonate; In N,N-dimethyl-formamide;
|
-
- 13057-72-2
7-hydroxyisoflavone
-
- 75-26-3
isopropyl bromide
-
- 78-92-2,15892-23-6
iso-butanol
-
- 35212-22-7
Ipriflavone
| Conditions | Yield |
|---|---|
|
With potassium carbonate; In N-methyl-acetamide; ethanol; water;
|
96.6% |
35212-22-7 Upstream products
-
75-30-9
2-iodo-propane
-
13057-72-2
7-hydroxyisoflavone
-
75-26-3
isopropyl bromide
-
3669-41-8
1-(2,4-dihydroxyphenyl)-2-phenylethanone
35212-22-7 Downstream products
-
163618-93-7
methyl 2-hydroxy-4-isopropyl benzoate
-
1179998-08-3
2-(2-hydroxy-4-isopropoxyphenyl)-3-phenyl-pyrimido[1,2-a]benzimidazole
-
1233690-14-6
3-hydroxy-5-phenyl-6-(2-hydroxy-4-isopropoxyphenyl)-1H-pyrazolo[3,4-b]pyridine
-
1232561-77-1
6-phenyl-7-(2-hydroxy-4-isopropoxyphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine
Relevant Products
-
UbidecarenoneCAS：303-98-0
-
1-Propanone,2-bromo-1-(4-methylphenyl)-CAS：1451-82-7
-
LidocaineCAS：137-58-6
