3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate
- Product Name
- 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate
- CAS No.
- 37413-91-5
- Chemical Name
- 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate
- Synonyms
- 21-hydroxypregna-1,4,9(11),16-tetraene-3,20-dione 21-acetate;Acetate tetraene Matter;21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione;2-((8S,10S,13S,14S)-10,13-DiMethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate;16-tetraen-21-yl;Tetraen Acetate(3TR);Tetraene acetate[3TR];Prednisone Impurity 12;Tetraen-acetic acid complex;Pregna-1,4,9(11),16-tetraen
- CBNumber
- CB8855295
- Molecular Formula
- C23H26O4
- Formula Weight
- 366.45
- MOL File
- 37413-91-5.mol
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Property
- Melting point:
- 173-175°C
- Boiling point:
- 534.6±50.0 °C(Predicted)
- Density
- 1.21±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- DMSO: 100 mg/mL (272.89 mM)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C23H26O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h7-10,12,17-18H,4-6,11,13H2,1-3H3/t17-,18-,22-,23-/m0/s1
- InChIKey
- UFEOMHFPJREVTP-PTRHGPIFSA-N
- SMILES
- C1(=O)C=C2[C@](C)(C=C1)C1[C@]([H])([C@@]3([H])[C@@](CC=1)(C)C(C(=O)COC(C)=O)=CC3)CC2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P281Use personal protective equipment as required.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313IF exposed or concerned: Get medical advice/attention.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P322Specific measures (see …on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P363Wash contaminated clothing before reuse.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- FA17154
- Product name
- 21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione
- Packaging
- 100mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- CS-0128303
- Product name
- 21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione
- Purity
- 99.84%
- Packaging
- 10mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- FA17154
- Product name
- 21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione
- Packaging
- 250mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FA17154
- Product name
- 21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione
- Packaging
- 500mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- FA17154
- Product name
- 21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Chemical Properties,Usage,Production
Chemical Properties
White Solid
Uses
21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione is an intermediate of delta 9,11 steroids synthesis, for example, Vamorolone?(HY-109017). The delta 9,11 steroids are modifications of glucocorticoids and has anti-inflammatory properties. The delta 9,11 steroids are agents for protection against cell damage (lipid peroxidation) and inhibition of neovascularization[1].
Synthesis
4380-55-6
37413-91-5
Under nitrogen protection, 50 g (0.13 mol) pregnane-1,4,9(11)-triene-3,20-dione-17-hydroxy-21-acetate was added to a reaction vial with 200 mL of pyridine, cooled to -15 °C and stirred. Subsequently, 30 g of N-chlorosuccinimide (NCS) was added and 17.5 g (0.27 mol) of SO2 gas was slowly vented over a period of 1 h. The reaction temperature was controlled to not exceed -10°C. After completion of the venting, stirring was continued for half an hour. Upon completion of the reaction, the formation of a mixed solution containing δ16 steroidal compound (I) was confirmed by TLC monitoring. This mixed solution was poured into 300 mL of concentrated hydrochloric acid, 2000 mL of ice water was added, and left to stand for 2 hours to remove water-soluble impurities. After separating the aqueous layer, the organic layer was concentrated to get at least the amount of liquid, filtered to get a solid, and dried at 60 °C to obtain 47 g of δ16 steroidal compound (I). The purity of this δ16 steroidal compound (I) was 99% as determined by high performance liquid chromatography (HPLC).
References
[1] Erica K M Reeves, et al. VBP15: preclinical characterization of a novel anti-inflammatory delta 9,11 steroid. Bioorg Med Chem DOI:10.1016/j.bmc.2013.02.009
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Preparation Products And Raw materials
Raw materials
Preparation Products
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Suppliers
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View Lastest Price from 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate manufacturers
- Product
- 21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione 37413-91-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2025-07-10
- Product
- tetraene acetate 37413-91-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-12
- Product
- 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate 37413-91-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98.0%min
- Supply Ability
- 100kg
- Release date
- 2023-03-11