Alclometasone-17-21-dipropionate: 0 Products found
Name
Alclometasone-17-21-dipropionate
EINECS
266-464-3
CAS No.
66734-13-2
Density
1.26 g/cm3
Solubility
Melting Point
Formula
C28H37ClO7
Boiling Point
636 °C at 760 mmHg
Molecular Weight
521.10
Flash Point
338.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms
Aclovate;Alclometasone dipropionate;Almeta;Delonal;Sch 22219;Vaderm;

History

Formaldehyde was first reported by the Russian chemist Aleksandr Butlerov (1828-1886), but it was conclusively identified by August Wilhelm von Hofmann.

Chemistry

Molecular Formula: C28H37ClO7
Molar mass: 521.04 g/mol
EINECS: 266-464-3
Density: 1.26 g/cm3
Flash Point: 338.4 °C
Index of Refraction: 1.562
Boiling Point: 636 °C at 760 mmHg
Vapour Pressure: 7.55E-19 mmHg at 25°C
Structure of Alclometasone-17,21-dipropionate (66734-13-2):

XLogP3-AA: 3.2
H-Bond Donor: 1
H-Bond Acceptor: 7
Systematic Name: [(7R,8S,9S,10R,11S,13S,14S,16R,17R)-7-Chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-propanoyloxyacetyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate 
SMILES: O=C(OCC(=O)[C@@]1(OC(=O)CC)[C@@H](C[C@H]2[C@H]4[C@H]([C@@H](O)C[C@]12C)[C@]/3(/C=C\C(=O)\C=C\3C[C@H]4Cl)C)C)CC 
InChI: InChI=1/C28H37ClO7/c1-6-22(33)35-14-21(32)28(36-23(34)7-2)15(3)10-18-24-19(29)12-16-11-17(30)8-9-26(16,4)25(24)20(31)13-27(18,28)5/h8-9,11,15,18-20,24-25,31H,6-7,10,12-14H2,1-5H3/t15-,18+,19-,20+,24-,25+,26+,27+,28+/m1/s1 
InChIKey: DJHCCTTVDRAMEH-DUUJBDRPBB 
Std. InChI: InChI=1S/C28H37ClO7/c1-6-22(33)35-14-21(32)28(36-23(34)7-2)15(3)10-18-24-19(29)12-16-11-17(30)8-9-26(16,4)25(24)20(31)13-27(18,28)5/h8-9,11,15,18-20,24-25,31H,6-7,10,12-14H2,1-5H3/t15-,18+,19-,20+,24-,25+,26+,27+,28+/m1/s1 
Std. InChIKey: DJHCCTTVDRAMEH-DUUJBDRPSA-N

Uses

Alclometasone-17,21-dipropionate(66734-13-2) is used of topical cortical steroid hormone, and has potent local anti-inflammatory, anti-itch and shrinking blood vessels.It has been used for eczema, atopic dermatitis, psoriasis and other skin diseases.

Production

Under the action of 2,3 - Dichloro-5,6 - dicyano-benzoquinone (DDQ) to give one H2O to get compound (Ⅱ) .With Sodium bicarbonate for ester hydrolysis of 21, and then has the original acid Triethyl reaction, the 17-bit and 21-OH to form a ring of the original ester (Ⅳ).Then, with C anhydride to have the reaction to get Double-propionate (Ⅵ). Final with Hydrogen chloride for addition to get: Alclometasone-17,21-dipropionate(66734-13-2). The total yield was 2.678 percent.

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 15mg/kg (15mg/kg)   Drugs in Japan Vol. -, Pg. 70, 1990.
dog LD50 skin > 15mg/kg (15mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 70, 1990.
mouse LD50 subcutaneous 2506mg/kg (2506mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 1253, 1987.
rat LD50 oral 3593mg/kg (3593mg/kg)   Drugs in Japan Vol. -, Pg. 70, 1990.
rat LD50 skin > 75mg/kg (75mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.
rat LD50 subcutaneous 3593mg/kg (3593mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 1253, 1987.

Safety

Moderately toxic by subcutaneous route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of HCl.

Others

 Alclometasone-17,21-dipropionate (66734-13-2) also can be called Delonal ; Aclosone ; Modrasone ; Aclovate ; 7alpha-Chloro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate and (7R,8S,9S,10R,11S,13S,14S,16R,17R)-7-Chlor-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[(propanoyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-ylpropanoat .