Betamethasone Dipropionate
Basic information
- CAS
5593-20-4- Standard SMILES
CCC(=O)OCC(=O)[C@@]1(OC(=O)CC)[C@@H](C)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C- InChIKey
CIWBQSYVNNPZIQ-XYWKZLDCSA-N- Molecular formula
- C28H37FO7
- Average molar mass
- 504.6 g/mol
- Monoisotopic mass
- 504.25233168
Overview
Betamethasone dipropionate is a steroid ester that is betamethasone in which the hydroxy hydrogens at positions 17 and 21 are replaced by propanoyl groups. It is used in combination with calcipotriene hydrate, a synthetic vitamin D analogue, for the topical treatment of plaque psoriasis in adult patients. It has a role as an antipsoriatic. It is an 11beta-hydroxy steroid, a propanoate ester, a 20-oxo steroid, a steroid ester, a fluorinated steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a betamethasone.
Names & identifiers
- Preferred name
- Betamethasone Dipropionate
- IUPAC
- [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
- English name
- Betamethasone 17,21-dipropionate
- Molecular formula
- C28H37FO7
- Molecular weight
- 504.6
Names & synonyms
BETAMETHASONE DIPROPIONATE5593-20-4DiprosoneDiproleneAlphatrexMaxivateBetamethasone 17,21-dipropionateRinderon DPDiprolene AFDiprospanSch 11460Sernivo
Show more names
BetaMethasone dipropionatBetamethasone 17BetamethasonediproprionateBetamethasone dipropionate for system suitabilityS 3440Psorion
Sch-11460DTXSID2022672beta-Methasone 17,21-dipropionateBetamethasone (as dipropionate)NSC-758415DTXCID302672826Y60901UCHEBI:31276
Database identifiers
- CAS
5593-20-4- PubChem CID
- 21800
- DTXSID
DTXSID2022672- ChEMBL
CHEMBL1200384- ChEBI
CHEBI:31276- UNII
- 826Y60901U
- EC Number
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 8
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 1,050
Experimental & physicochemical properties
DrugsPharmaceuticals -> Dermatologicals -> Corticosteroids, dermatological preparations
LogP4.07
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsFDA approved animal drugs -> Active ingredient
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section218.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 178 °C · 178 °C
- alpha
- 26 · D26 +65.7° (dioxane)
- Boiling point
- 603.2 · 603.2±55.0 °C(Predicted)
- Density
- 1.1481 · 1.1481 (estimate)
- refractive index
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.6% (2 of 127) of reports.
Danger
H330 (40.9%): Fatal if inhaled [Danger Acute toxicity, inhalation]
P203, P260, P264, P270, P271, P273, P280, P284, P304+P340, P316, P318, P319, P320, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 127 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationPregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (40.9%)
Safety data
- wgk
- 2
- rtecs
- TU4058000
- hs_code
- 29372290
- Toxicity
- LD50 ipr-mus: 103 mg/kg NIIRDN 6,753,82
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- safety_code
- 22-24/25
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
BETAMETHASONE DIPROPIONATE
Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]
BETAMETHASONE DIPROPIONATE USP, 0.05%
Corticosteroid Hormone Receptor Agonists [MoA]; Corticosteroid [EPC]
MeSH Pharmacological Classification
Substances that reduce or suppress INFLAMMATION.
A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
Applications
UsesBetamethasone 17,21-dipropionate is used as anti-inflammatory and antibacterial ointment for dermatosis.
Usesantiviral
UsesCortico Steroids
Upstream & downstream products
Upstream raw materials
Downstream products
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Compound notes
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