4419-39-0

• 常用中文名：倍氯米松
• 常用英文名：Beclometasone
• CAS号：4419-39-0
• 分子式：C₂₂H₂₉ClO₅
• 分子量：521.042
• 相关类别： 原料药 激素及调节内分泌功能类药 肾上腺皮质激素类药
• 发布时间：2018-08-02 15:25:01
• 更新时间：2024-01-04 13:00:02
• Beclometasone (Beclomethasone) 是一种糖皮质激素受体 (glucocorticoid receptor) 激动剂。

名称

• 中文名: 倍氯米松
• 英文名: beclomethasone
• 中文别名: 9α-氯-16β-甲基孕甾-1,4-二烯-11β,17α,21-三醇-3,20-二酮; 9α-氯-11β,17α,21-三羟基-16β-甲基孕甾-1,4-二烯-3,20-二酮; 倍氯美松
• 英文别名: Beclometasone; (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one; Beclomethasone; EINECS 224-585-9; MFCD00135614; Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-; beclometasone 17,21-dipropionate; 9-Chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoate

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 630.5±55.0 °C at 760 mmHg
• 熔点: 210ºC
• 分子式: C₂₂H₂₉ClO₅
• 分子量: 521.042
• 闪点: 335.1±31.5 °C
• 精确质量: 520.222778
• PSA: 94.83000
• LogP: 4.59
• 外观性状: 白色至灰白色结晶粉末
• 蒸汽压: 0.0±4.2 mmHg at 25°C
• 折射率: 1.564
• 储存条件: 2-8°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:3

  3.氢键受体数量:5

  4.可旋转化学键数量:2

  5.互变异构体数量:9

  6.拓扑分子极性表面积:94.8

  7.重原子数量:28

  8.表面电荷:0

  9.复杂度:805

  10.同位素原子数量:0

  11.确定原子立构中心数量:8

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: Beclometasone (Beclomethasone) 是一种糖皮质激素受体 (glucocorticoid receptor) 激动剂。
• 相关类别:
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 糖皮质激素受体
  研究领域 >> 炎症/免疫
• 靶点:

  Glucocorticoid Receptor[1]

• 体外研究: 在给予25μM的倍氯米松后4小时检测到由伤口诱导的炎症引起的正常生理中性粒细胞迁移和中性粒细胞趋化性的抑制。在植入前4小时,在25μM的Beclomethasone中孵育的胚胎中肿瘤细胞侵袭和微转移也减少。此外,赖氨酰氧化酶抑制剂β-氨基丙腈(βAPN)大大减少纤维状胶原蛋白并增强中性粒细胞的CHT-TF迁移,导致肿瘤细胞侵袭和随后微转移形成的显着增加。值得注意的是,βAPN抑制由炎症诱导的中性粒细胞趋化性,表明βAPN处理的胚胎中肿瘤细胞侵袭的增加与非病理性中性粒细胞迁移增强相关,而与炎症无关[1]。
• 细胞实验: 在该研究中使用转基因品系Tg（fli1：GFP）和Tg（mpx：GFP）。施用0.2mM N-苯基硫脲（PTU）以防止受精后1天（dpf）形成色素。对于Pu.1敲低，Pu.1 MO（1mM用于部分敲低，2mM用于完全敲低，在一个细胞阶段注入蛋黄。对于药理学抑制，VEGFR酪氨酸激酶抑制剂KRN633（0.1-1μM）或舒尼替尼（0.1-1μM），Beclomethasone（25μM）和β-氨基丙腈（βAPN，500μM）直接应用于蛋水中，每2天更新一次。为了药理学抑制，将Beclomethasone应用于胚胎4植入前h和KRN633，Sunitinib和βAPN在植入后4-6小时施用。对于每个细胞系或条件，数据代表≥3个独立实验，≥30个胚胎/组。实验被丢弃时存活率为对照组<90％[1]。
• 参考文献:

  [1]. He S, et al. Neutrophil-mediated experimental metastasis is enhanced by VEGFR inhibition in a zebrafish xenograft model. J Pathol. 2012 Aug;227(4):431-45.

MSDS

Section 1. Chemical Product and Company Identification Beclomethasone Common Name/ Trade Name Beclomethasone Section 4. First Aid Measures Eye ContactCheck for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical attention if irritation occurs. Skin ContactWash with soap and water. Cover the irritated skin with an emollient. Get medical attention if irritation develops. Serious Skin ContactNot available. InhalationIf inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical attention. Serious InhalationNot available. IngestionDo NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. If large quantities of this material are swallowed, call a physician immediately. Loosen tight clothing such as a collar, tie, belt or waistband. Serious IngestionNot available. Section 5. Fire and Explosion Data Flammability of the Product May be combustible at high temperature. Auto-Ignition Temperature Not available. Flash PointsNot available. Flammable LimitsNot available. Products of CombustionThese products are carbon oxides (CO, CO2), halogenated compounds. Fire Hazards in Presence of Slightly flammable to flammable in presence of heat. Various Substances Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available. Risks of explosion of the product in presence of static discharge: Not available. of Various Substances SMALL FIRE: Use DRY chemical powder. Fire Fighting Media and InstructionsLARGE FIRE: Use water spray, fog or foam. Do not use water jet. As with most organic solids, fire is possible at elevated temperatures Special Remarks on Fire Hazards Special Remarks on Explosion Fine dust dispersed in air in sufficient concentrations, and in the presence of an ignition source is a potential dust Hazardsexplosion hazard. Section 6. Accidental Release Measures Small SpillUse appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and dispose of according to local and regional authority requirements. Large SpillUse a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and allow to evacuate through the sanitary system. Beclomethasone Section 7. Handling and Storage PrecautionsKeep away from heat. Keep away from sources of ignition. Ground all equipment containing material. Do not breathe dust. StorageKeep container tightly closed. Keep container in a cool, well-ventilated area. Do not store above 8°C (46.4°F). Refrigerate. Section 8. Exposure Controls/Personal Protection Engineering ControlsUse process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants below the exposure limit. Personal Protection Safety glasses. Lab coat. Dust respirator. Use a dust respirator if ventilation is inadequate and handling of product creates visible dust clouds. Be sure to use an approved/certified respirator or equivalent. Gloves. Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used a Large Spillto avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this product. Exposure LimitsNot available. Section 9. Physical and Chemical Properties Physical state and appearance Solid. (Solid powder.)OdorNot available. TasteNot available. Molecular Weight408.92 g/mole ColorWhite. pH (1% soln/water)Not available. Boiling PointNot available. Melting Point198°C (388.4°F) Critical TemperatureNot available. Not available. Specific Gravity Vapor PressureNot applicable. Vapor DensityNot available. VolatilityNot available. Odor ThresholdNot available. Not available. Water/Oil Dist. Coeff. Ionicity (in Water)Not available. Not available. Dispersion Properties SolubilityNot available. Section 10. Stability and Reactivity Data StabilityThe product is stable. Not available. Instability Temperature Conditions of InstabilityExcess heat Incompatibility with variousNot available. substances CorrosivityNot available. Beclomethasone Special Remarks onNot available. Reactivity Special Remarks onNot available. Corrosivity PolymerizationWill not occur. Section 11. Toxicological Information Routes of EntryInhalation. Ingestion. Toxicity to AnimalsLD50: Not available. LC50: Not available. Chronic Effects on Humans Not available. Other Toxic Effects onSlightly hazardous in case of skin contact (irritant), of ingestion, of inhalation. Humans Special Remarks onNot available. Toxicity to Animals Special Remarks on Not available. Chronic Effects on Humans Special Remarks on otherAcute Potential Health Effects: Toxic Effects on HumansSkin: May cause skin irritation. Eyes: Dust may cause eye irritation. Inhalation: A massive single dose is unlikely to cause adverse effects. Dust may cause respiratory tract (nasopharyngeal) irritaiton with nasopharyngitis, nasal burning, rhinorrhea, hoarseness, bronchospasm, coughing and possible nasal septum perforation. It may also cause headache, nausea, vomiting. Ingestion: May cause gastrointestinal tract irritation with nausea, vomiting. Other adverse effects of inhalation or ingestion may include: decreased or blurred vision, frequent urination, increased thirst, increased appetite, indegestion, nervousness, trouble sleeping weight gain, dizziness, flushing of the face or cheeks, hiccups, and increased sweating. Chronic Potential Health Effects: Inhalation or Ingestion: Prolonged or repeated inhalation or ingestion may cause possible hypersensitization; acne or other skin problems; hip or shoulder pain; osteoporosis; gradual blurring or loss of vision (cataracts or glaucoma); eye pain or redness; tearing and sensitivity of eyes to light; rounding out of the face; purple lines on arms, face, legs, trunk, groin; unusual increase in hair growth; hypertension; menstrual irregularities; muscle weakness; unusual bruising; rapid weight gain; swelling of feet or lower legs; irregular heartbeat; muscle cramps or pain; unusual tiredness or weakness; impaired wound healing; headache; insomnia; pain in back, ribs, arms or legs; continuing abdominal or stomach pain or burning; nausea; vomiting; bloody or black tarry stools; tendon rupture; thin, fragile skin. Medical Conditions Aggravated by Exposure: Hypersensitivity to material; ocular herpes simplex; AIDS or HIV infection; heart disease; congestive heart failure; recent heart attack; intestinal anastomoses; strongyloides infestation; diabetes mellitus; mayasthenia gravis; impaired kidney function or disease; esophagitis; gastritis or peptic ulcer; chicken pox or measles (including recent exposure); tuberculosis; system fungal infections. Section 12. Ecological Information EcotoxicityNot available. BOD5 and CODNot available. Products of BiodegradationPossibly hazardous short term degradation products are not likely. However, long term degradation products may arise. Toxicity of the ProductsThe products of degradation are more toxic than the product itself. of Biodegradation Special Remarks on theNot available. Products of Biodegradation Beclomethasone Section 13. Disposal Considerations Waste DisposalWaste must be disposed of in accordance with federal, state and local environmental control regulations. Section 14. Transport Information DOT ClassificationNot a DOT controlled material (United States). Not applicable. Identification Not applicable. Special Provisions for Transport DOT (Pictograms) Section 15. Other Regulatory Information and Pictograms No products were found. Federal and State Regulations CaliforniaCalifornia prop. 65: This product contains the following ingredients for which the State of California has found to cause cancer which would require a warning under the statute: No products were found. Proposition 65 Warnings California prop. 65: This product contains the following ingredients for which the State of California has found to cause birth defects which would require a warning under the statute: No products were found. Other RegulationsEINECS: This product is on the European Inventory of Existing Commercial Chemical Substances. EINECS no. 224-585-9. WHMIS (Canada) Not controlled under WHMIS (Canada). Other Classifications DSCL (EEC)This product is not classified according Not applicable. to the EU regulations. Health Hazard HMIS (U.S.A.)1 National Fire Protection 1 Flammability 1 Association (U.S.A.) Fire Hazard 1 0 Reactivity Health Reactivity 0 Specific hazard Personal Protection E WHMIS (Canada) (Pictograms) DSCL (Europe) (Pictograms) TDG (Canada) (Pictograms) Beclomethasone ADR (Europe) (Pictograms) Protective Equipment Gloves. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危害码 (欧洲): Xn
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3

制备

【方法一】
由地塞米松制得。