Dexamethasone acetate 乙酸地塞米松

CAS 1177-87-3 MFCD00027407

化学结构图

1177-87-3
SMILES: CC(=O)OCC(=O)C1(O)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(F)C(O)CC21C

化学属性

Mol. FormulaC24H31FO6
Mol. Weight434.50
Melting Point238-240 °C
TSCAYes
Appearance 16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)为白色或类白色结晶性粉末,无臭,味微苦。16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)在丙酮中易溶,在甲醇或乙醇中溶解,在乙醇或氯仿中略溶,在乙醚中极微溶解,在水中不溶。熔点215-227℃。
Refractive index87 °C
Density1.3
Boiling Point579.4±50.0 °C at 760 mmHg

别名和识别编码

Chemical Name21-O-Acetyl Dexamethasone
CAS Number1177-87-3
Synonym Dexamethasone acetate {LY} Dexamethasone acetate Fortecortin dexamethasone acetate dexamethasone acetate, (6alpha,11beta)-isomer {} {LY} Dexamethasone acetate {} {} {LY} Dexamethasone acetate {} {} {} {LY} Dexamethasone acetate {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Dexamethasone acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Dexametha
MDL NumberMFCD00027407
Beilstein Registry Number2342608
EC Number214-646-8
PubChem Substance ID236702
Merck Number2943
Reaxys-RN2067949
Chemical Name Translation乙酸地塞米松
Wiswesser Line NotationL E5 B666 OV AHTTT&J A1 BF CQ E1 FV1OV1 FQ G1
LabNetwork Molecule IDLN00375294
InChIInChI=1S/C24H31FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,13,17-19,28,30H,5-6,9,11-12H2,1-4H3/t13-,17+,18+,19+,21+,22+,23+,24+/m1/s1
Canonical SMILESC[C@@]1([C@@]2(O)C(COC(C)=O)=O)[C@](C[C@H]2C)([H])[C@@](CCC3=CC4=O)([H])[C@@](F)([C@]3(C=C4)C)[C@@H](O)C1
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分类

  • {SNA} Analytical Standards, Chromatography, EP Standards, EP Standards C - D, Pharmaceutical Standards, Pharmacopeia Standards, 分析/色谱
  • {SA} Alphabetic, Analytical Standards, Analytical/Chromatography, Antibiotics, Chemical Structure, Chromatography, Clinical Standards, D, DA - DH, Others
  • {SNA} Analytical Standards,
  • {SNA} Analytical Standa
  • {SNA} Bioactive Small Molecules,
  • {SNA} Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Antibiotics, Chemical Structure, Chromatography, Clinical Standards, D,

产品应用

  • Protected Dexamethasone, a glucocorticoid anti-inflammatory agent.

相关文献及参考

  • [2]. Adcock IM, et al. Ligand-induced differentiation of glucocorticoid receptor (GR) trans-repression and transactivation: preferential targetting of NF-kappaB and lack of I-kappaB involvement. Br J Pharmacol. 1999 Jun;127(4):1003-11
  • [3]. Rocksén D, et al. Differential anti-inflammatory and anti-oxidative effects of Dexamethasone and N-acetylcysteine in endotoxin-induced lung inflammation. Clin Exp Immunol. 2000 Nov;122(2):249-56
  • [4]. Roussel D, et al. Dexamethasone treatment specifically increases the basal proton conductance of rat liver mitochondria. FEBS Lett. 2003 Apr 24;541(1-3):75-9.
  • [5]. Li X, et al. Mucoadhesive dexamethasone acetate-polymyxin B sulfate cationic ocular nanoemulsion--novel combinatorial formulation concept. Pharmazie. 2016 Jun;71(6):327-33.
  • Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010),
  • Liu, Y., et al.: Anal. Bioanal. Chem., 395, 591 (2009),
  • Merck: 14,2943
  • Merck: 14,2943 Beilstein: 8,IV,

安全信息

GHS Symbol
WGK Germany3
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P203
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P302+P352
  • P308+P313
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P318
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P333+P313
  • P333+P317
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
RTECSTU4050000
Signal word
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes Xi
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Risk Statements
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
{h

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1200 ug/kg
SEX/DURATION            : female 12-13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 23,15,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1 mg/kg
SEX/DURATION            : female 15-19 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Fertility - abortion
REFERENCE :
   FESTAS Fertility and Sterility.  (American Fertility Soc., 608 13th Ave. S,
   Birmingham, AL 35282) V.1-    1950-  Volume(issue)/page/year: 22,735,1971

TYPE OF TEST            : TDLo - Lowest p

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Ocular
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 6 mg/kg
SEX/DURATION            : female 10-13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 16,175,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED

其他信息

  • 下游产品:9Α-氟-16Α-甲基孕甾-1,4-二烯-11Β,17Α,21-三醇-3,20-二酮-21-磷酸酯哌嗪盐
  • 醋酸地塞米松价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 D3628 21-乙酸地塞米松 Dexamethasone 21-Acetate 5G 1420元 2014/06/02 D3628 21-乙酸地塞米松 Dexamethasone 21-Acetate 1G 370元
  • 上游原料:氢氟酸 --> 乙二醇 --> 溴甲烷 --> 孕酮
  • TCI Shanghai:乙酸地塞米松 Dexamethasone 21-Acetate,>;98.0%(LC)(1177-87-3)
  • 方法一:可用16α,17α-环氧孕甾-4-烯-3,11,20-三酮(即16α,17α-环氧-11-酮基黄体酮)经(3-位、20-位酮基)缩酮化、(11-位酮基)还原、消除[9(11)-位脱水形成双键]、(环氧基与甲基溴化镁)加成并水解(形成17α-羟基,16β-甲基)、水解(脱除乙二醇)得17α-羟基-16β-甲基孕甾-4,9(11)-二烯-3,20-二酮,然后经(4、5-位)脱氢(形成双键)、(21-位)碘化、(21-位碘经乙酰氧基)置换,[9(11)-位双键与次溴酸]加成、[9(11)-位]环氧化、9(11)位氟化氢加成后制得该品。
  • 用途一:倍他米松、地塞米松磷酸钠的中间体。用于抗炎和抗过敏,适用于类风湿性关节炎和其他胶原性疾病等。
  • MOL 文件:1177-87-3.mol
  • Sigma Aldrich:1177-87-3(sigmaaldrich)
  • 图谱信息:16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)核磁图( 13 CNMR) 16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)质谱(MS) 16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)核磁图( 1 HNMR) 16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)红外图谱(IR1) 16alpha-甲基-11beta,17alpha,21-三羟基-9alpha-氟孕甾-1,4-二烯-3,20-二酮-21-醋酸酯(1177-87-3)红外图谱(IR2)

系列性分类


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