(6aS,7S,8aS,8bS,11aS,12aS,12bS)-6b-Fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-6a,6b,7,8,8a,8b,11a,12,12a,12b-decahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one (6aS,7S,8aS,8bS,11aS,12aS,12bS)-6b-氟-7-羟基-8b-(2-羟基乙酰基)-6a,8a,10,10-四甲基-6a,6b,7,8,8a,8b,11a,12,12a,12b-十氢-1H-萘[2',1':4,5]茚满[1,2-d][1,3]二氧四环-4(2H)-酮

CAS 76-25-5 MFCD00056834

化学结构图

76-25-5
SMILES: CC1(C)O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1

化学属性

Mol. FormulaC24H31FO6
Mol. Weight434.50
Melting Point294°C
TSCAYes
Density1.33

别名和识别编码

Chemical Name(6aS,7S,8aS,8bS,11aS,12aS,12bS)-6b-Fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-6a,6b,7,8,8a,8b,11a,12,12a,12b-decahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one
CAS Number76-25-5
Synonym Delphicort Extracort 9-alpha-Fluoro-16-alpha-17-alpha-isopropyledenedioxyprednisolone 9-alpha-Fluoro-16-alpha-hydroxyprednisolone 16-alpha,17-alpha-acetonide Aristoderm Flutone 9a-Fluoro-11b,16a,17a,21-tetrahydroxy-1,4-pregnadiene-3,20-dione 16,17-acetonide; 9a-Fluoro-16a-hydroxyprednisolone 16a,17a-acetonide Aristogel (11?,16?)-9-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione Veta Adcortyl Acetospan 9-Fluoro-11,21-dihydroxy-16,17-isopropylidenedioxy-1,4-pregnadiene-3,20-dione Tricinolon Azmacort 9α-氟-11β,16α,17α,21-四羟基-1,4-孕甾二烯-3,20-二酮-16,17-丙酮化合物 9α-氟-16α-羟基波尼松龙 16α,17α-丙酮化合物 Ftorocort 醋酸曲安缩松 9-alpha-Fluoro-16-hydroxyprednisolone acetonide 9α-氟-11β,16α,17α,21-四羟基-1,4-孕甾二烯-3,20-二酮-16,17-丙酮化合物 9α-氟-16α-羟基波尼松龙 16α,17α-丙酮化合物 Aristocort acetonide 9alpha-Fluoro-16alpha-hydroxyprednisolone-16alpha,17alpha-acetonide Triam Vetalog Triamsinolone acetonide 9-alpha-Fluoro-11-beta,21-dihydroxy-16-alpha-isopropylidenedioxy-1,4-pregnadiene,3,20-dione Triamcinolone acetonide Kenalog 曲安奈德 9-alpha-Fluoro-16-alpha-17-alpha-isopropylidenedioxy-delta-1-hydrocortisone Kenacort-A
MDL NumberMFCD00056834
PubChem Substance ID6436
EC Number200-948-7
Merck Number9596
Reaxys-RN60069
Beilstein Registry Number19(5)6,568
Chemical Name Translation(6aS,7S,8aS,8bS,11aS,12aS,12bS)-6b-氟-7-羟基-8b-(2-羟基乙酰基)-6a,8a,10,10-四甲基-6a,6b,7,8,8a,8b,11a,12,12a,12b-十氢-1H-萘[2',1':4,5]茚满[1,2-d][1,3]二氧四环-4(2H)-酮
Wiswesser Line NotationT F5 E5 B666 GO IO RV AHTTTT&J A1 BF CQ E1 FV1Q H1 H1
LabNetwork Molecule IDLN01313477
InChIInChI=1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
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分类

  • {SA} All Doping Standards (A-Z), Alphabetic,
  • {SNA} Additional Standards, All Doping Standards (A-Z), Analytical Standards, Chemical Structure, Chromatography, Corticosteroids, Drugs & Metabolites, Drugs of Abuse, Forensic and Veterinary Standards, Horse Doping Drugs, Neat Compounds, Pharmaceuticals, Illicit Drugs & Alcohol, Steroid, Steroids / Doping Agents Standards, 分析/色谱
  • {SNA} Alphabetical Index of Analytical Standards, All Doping Standards (A-Z), Analytical Standards, Analytical/Chromatography, Chemical Structure, Chromatography, Corticosteroids, Doping Substances,
  • {SNA} Analytical Standards,

产品应用

  • A glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).

相关文献及参考

  • [2]. Zhen Xiang, et al. Glucocorticoids improve severe or critical COVID-19 by activating ACE2 and reducing IL-6 levels. Int J Biol Sci 2020; 16(13):2382-2391.
  • Bernstein, I.L., et al.: Chest, 81, 20 (1982),
  • Florey, K., et al.: Anal. Profiles Drug Subs., 1, 397 (1972),
  • Merck: 14,9596 Beilstein:19(5)6,568
  • [1]. http://en.wikipedia.org/wiki/Triamcinolone_acetonide
  • [1]. http://en.wikipedia.org/wiki/Triamcinolone_acetonide
  • [2]. Zhen Xiang, et al. Glucocorticoids improve severe or critical COVID-19 by activating ACE2 and reducing IL-6 levels. Int J Biol Sci 2020; 16(13):2382-2391.

安全信息

GHS Symbol
Precautionary statements
  • P308+P313
  • P201 Obtain special instructions before use. 使用前获取专门指示。
Hazard statements
  • 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
  • H303 May be harmfully swallowed 吞食可能有害
WGK Germany3
Signal word
RTECSTU3920000
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Hazard Codes T
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
Risk Statements
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R22 Harmful if swallowed 吞咽有害
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 13100 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DRFUD4 Drugs of the Future.  (J.R. Prous, S.A., Apartado de Correos 540,
   08080 Barcelona, Spain) V.1-    1975/76-  Volume(issue)/page/year: 6,44,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YAKUD5 Gekkan Yakuji.  Pharmaceuticals Monthly.  (Yakugyo Jihosha, Inaoka
   Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan)  V.1-   1959-
   Volume(issue)/page/year: 21,2117,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 571 ug/kg
TOXIC EFFECTS :
   Vascular - shock
   Skin and Appendages - dermatitis, other (after systemic exposure)
   Immunological Including Allergic - anaphylaxis
REFERENCE :
   APHRER Annals of Pharmacotherpy.  (Harvey Whitney Books Co., POB 42696,
   Cincinnati, OH 45242) V. 26-    1992-  Volume(issue)/page/year: 28,1310,1994

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 105 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,516,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SP

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 1 nmol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   43,2664,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 10 nmol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   43,2664,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - mouse Cells - not otherwise specified
DOSE/DURATION           : 1 nmol/L
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 36,1782,1986

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 10 nmol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   43,2536,1983

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Administration onto the skin
TEST SYSTEM             : Human
DOSE/DURATION           : 5000 ppm
REFERENCE :
   ARDEAC Archives of Dermatology.  (AMA, 535 N. Dearborn St., Chicago, IL
   60610)  V.82-    1960-  Volume(issue)/page/year: 103,39,1971

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Administration onto the skin
TEST SYSTEM             : Human
DOSE/DURATION           : 5000 ppm
REFERENCE :
   26UYA8 "Psoriasis, Procee

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1 mg/kg
SEX/DURATION            : female 14-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   CGANE7 Congenital Anomalies.  (Nippon Senten Ijo Gakkai, 377-2 Ono-higashi,
   Osakasayama, Osaka-Fu 589 Japan)  V.27-    1987-  Volume(issue)/page/year:
   35,133,1995

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 450 ug/kg
SEX/DURATION            : fem

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Human - woman
DOSE                    : 101 mg/kg
SEX/DURATION            : female 12-29 week(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - gastrointestinal
   system
REFERENCE :
   AJOGAH American Journal of Obstetrics and Gynecology.  (C.V. Mosby Co.,
   11830 Westline Industrial Dr., St. Louis, MO 63146)  V.1-    1920-
   Volume(issue)/page/year: 162,396,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 900 mg/kg
SEX/DURATION            : female 11-19 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
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: 44,507,1991

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. T - Alphabetic
  5. TP - TZ - T
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Forensic and Veterinary Standards - Chromatography
  5. Doping Substances - Forensic and Veterinary Standards
  6. All Doping Standards (A-Z) - Doping Substances
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Steroids
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Glucocorticoid Receptor  (糖皮质激素受体)

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