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Anecortave Acetate
Anecortave Acetate
- CAS No.7753-60-8
- Chemical Name:Anecortave Acetate
- CBNumber:CB5501441
- Molecular Formula:C23H30O5
- Formula Weight:386.48
- MOL File:7753-60-8.mol
Anecortave Acetate Property
- Melting point 230-234°C
- alpha D +117° (c = 1.0 in CHCl3); D22 +124° (c = 1.04 in CHCl3).
- Boiling point 551.8±50.0 °C(Predicted)
- Density 1.23±0.1 g/cm3(Predicted)
- storage temp. -20°C Freezer
- solubility Chloroform (Slightly), Methanol (Slightly)
- form Solid
- pka 12.47±0.60(Predicted)
- color Off-White to Beige
- FDA UNII Y0PC411K4T
- ATC code S01LA02
- Symbol(GHS)
- Signal word
- Hazard statements
- Precautionary statements
Anecortave Acetate Chemical Properties,Usage,Production
- Description Anecortave acetate, an angiogenesis inhibitor, was launched in Australia by Alcon for the treatment of age-related macular degeneration (AMD). AMD is the leading cause of untreatable blindness among people aged 65 to 74 years in the U.S. Worldwide, approximately 20 to 25 million people suffer from AMD, a disease that until recently was untreatable. Anecortave, an angiostatic steroid, down-regulates the expression MMP-2 and -9 to exert its antiangiogenic effects.
- Chemical Properties Off-White Solid
- Uses As an angiostatic steroid, Anecortave Acetate can be used in treatment of macular degeneration.
- Definition ChEBI: Anecortave acetate is an organic molecular entity.
-
Synthesis
Anecortave has been synthesized by several different
routes, and Pharmacia process patents are cited here.
The synthesis is depicted in the scheme. Compound 1 was
condensed with 2-chlorovinyl ethyl ether with n-BuLi in
THF at low temperature to give a mixture of two isomeric
aldehydes 2 in 91% yield. The mixture 2 was treated with
acetic anhydride and anhydrous potassium acetate in DMF at
106??C to give acetate 3 which was reacted with RhCl(PPh3)3
and triethylsilane in methylene chloride at 45??C for 4 hours
to yield the corresponding triethylsilane ether 4 as a solid
after crystallization in hexane. Finally, compound 4 was oxidized
with 40% peracetic acid in toluene at low temperature,
and the reaction was quenched with SO2 in methanol (2M),
and treated with TEA to give anecortave acetate
. - Enzyme inhibitor This novel angiogenesis pro-drug (FW = 386.48 g/mol; CAS 7753-60-8) is taken up and metabolically de-esterified to form the aqnecortave, a synthetic steroid that suppresses the development and elongation of neovascular sprouts and tip cell motility in a VEGF-treated retinal explant model in a dose-dependent manner. Whether used as monotherapy or in combination with sub-therapeutic doses of cisplatin, anecortave acetate significantly controlled tumor burden in a murine retinoblastoma model.
Anecortave Acetate Preparation Products And Raw materials
Raw materials
Preparation Products
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7753-60-8, Anecortave AcetateRelated Search:
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- 医药化学试剂
- 抑制剂
- 化学试剂-精细化工
- 生化试剂
- 杂质-氢化可的松
- 医用原料
- 医药原料
- 杂质对照品
- 试剂
- 化学试剂
- 科研精品试剂
- 原料药
- 化工原料
- 原料药
- Δ-9(11)-醋酸氢化可的松(醋酸ANECORTAVE)
- Β-9(11)-氢化可的松乙酸酯(醋酸阿奈可他)
- 化合物 ANECORTAVE ACETATE
- 2-((8S,10S,13S,14S,17R)-17-羟基-10,13-二甲基-3-氧代-2,3,6,7,8,10,12,13,14,15,16,17-十二氢-1H-环戊二烯并[A]菲-17-基)-2-氧代乙基 乙酸酯
- 氢化可的松杂质30
- 醋酸阿奈可他(H5)
- Δ-9(11)-氢化可的松醋酸酯
- (氢化可的松中间体H6
- 醋酸阿奈可他(氢化可的松杂质)
- 醋酸阿奈可他(泼尼松龙杂质)
- 醋酸氢化可的松EP杂质E
- 2-((8S,10S,13S,14S,17R)-17-羟基-10,13-二甲基-3-氧代-2,3,6,7,8,10,12,13,14,15,16,17-十二氢-1H-环戊[A]菲-17-基)-2-氧代乙基乙酸酯
- 氢化可的松酯化物
- 氢化可的松醋酸酯杂质E
- 9羟酯化物(醋酸氢化可的松的EP 杂质E)
- 氢化可的松酯化物(DMF)
- 醋酸阿奈可他,H6
- 阿奈可他
- 17α-羟基孕甾-4,9(11)-二烯-3,20-二酮-21-醋酸酯
- 孕甾-4,9(11)-二烯-17α,21-二醇-3,20-二酮21-醋酸酯
- 21-乙酰氧基-17α-羟基孕甾-4,9(11)-二烯-3,20-二酮
- 醋酸阿奈可他
- 氢化可的松中间体酯化物
- 7753-60-8
- Acetic Acid Anacardic
- 17-alpha,21-dihydroxypregna-4,9(11)-diene-3,20-dione 21-acetate(H6)
- Hydrocortisone Aceate EP Impurity E
- Hydrocortisone ester
- Acetate Aneconazole
- 17-Hydroxypregna-4,9(11)-dione-3,20-dione-21-Acetate (H6)
- Anecortave Acetate (H5)
- 2-((8S,10S,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
- H6
- Anecortave
- Pregna-4,9(11)-diene-17-ol-3,20-dione-21-acetate
- Anechota acetate
- 17-α,21-dihydroxypregna-4,9(11)-diene-3,20-dione 21-acetate
- delta-9(11)-Hydrocortisone Acetate (Anecortave Acetate)
- Hydrocortisone Acetate EP Impurity E
- Pregna-4,9(11)-diene-3,20-dione, 21-(acetyloxy)-17-hydroxy-
- Anecortave Acetate[H6]