Betamethasone 21-phosphate disodium

Iupac Name：disodium;[2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] phosphate

CAS No.: 151-73-5

Molecular Weight：516.41

Modify Date.: 2022-11-07 22:13

Introduction: White or almost white powder, very hygroscopic.ChEBI: An organic sodium salt that is the disodium salt of betamethasone phosphate. View more+

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1. Names and Identifiers

1.1 Name: Betamethasone 21-phosphate disodium
1.2 Synonyms: (11b,16b)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-(Disodium Phosphate) 1,4-PREGNADIEN-9-ALPHA-FLUORO-16-BETA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 21-PHOSPHATE, DISODIUM SALT 9a-fluoro-16b-methylprednisolone-21-(disodium phosphate) Bentelan Betamethasone 21-(Dihydrogen Phosphate) Disodium Salt Betamethasone 21-disodium phosphate BETAMETHASONE 21-PHOSPHATE DISODIUM SALT Betamethasone Sodium Phosphate BETAMETHASONESODIUMPHOSPHATE,USP Betnelan Celestan Disodium (11Β,16Β)-9-fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl phosphate disodium 2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl phosphate Disodium betamethasone 21-phosphate Disodium Βmethasone 21-phosphate Durabetason EINECS 205-797-0 MFCD00200361 Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)-, sodium salt, (11Β,16Β)- (1:2) Pregna-1,4-Diene-3,20-Dione,9-Fluoro-11,17-Dihydroxy-16-Methyl-21-(Phosphonooxy)-,DisodiumSalt,(11Beta,16Beta)- UNII-7BK02SCL3W

1.3 CAS No.: 151-73-5

1.4 CID: 65478

1.5 EINECS(EC#): 205-797-0

1.6 Molecular Formula: C22H28FNa2O8P (isomer)

1.7 Inchi: InChI=1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15-,16-,17-,19-,20-,21-,22-;;/m0../s1

1.8 InChkey: PLCQGRYPOISRTQ-LWCNAHDDSA-L

1.9 Canonical Smiles: CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

1.10 Isomers Smiles: C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]

2. Properties

2.1 Boiling point: 669.6 oC at 760 mmHg

2.1 Flash Point: 358.7oC

2.1 Precise Quality: 516.13000

2.1 PSA: 156.83000

2.1 logP: 2.88910

2.1 Appearance: white powder

2.2 Chemical Properties: White or almost white powder, very hygroscopic.

2.3 PH: 7.5～9.0(5g/l, 25℃)

2.4 Water Solubility: Freely soluble in water, slightly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.

2.5 StorageTemp: room temp

3. Use and Manufacturing

3.1 Definition: ChEBI: An organic sodium salt that is the disodium salt of betamethasone phosphate.

3.2 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 39 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H302 (82.05%): Harmful if swallowed [Warning Acute toxicity, oral]
H317 (17.95%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H330 (17.95%): Fatal if inhaled [Danger Acute toxicity, inhalation]
H360 (23.08%): May damage fertility or the unborn child [Danger Reproductive toxicity]
H361 (10.26%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
H373 (28.21%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P201, P202, P260, P261, P264, P270, P271, P272, P280, P281, P284, P301+P312, P302+P352, P304+P340, P308+P313, P310, P314, P320, P321, P330, P333+P313, P363, P403+P233, P405, and P501

3.3 Usage: An anti-inflammatory agent

4. Safety and Handling

4.1 Symbol: GHS07;

4.1 Hazard Codes: Xn

4.1 Signal Word: Warning

4.1 Risk Statements: R22

4.1 Safety Statements: S36

4.1 Hazard Declaration: H302

4.1 RIDADR: NONH for all modes of transport

4.1 Safety Profile: Moderately toxic by ingestion andother routes. An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits toxic fumes of F??, POx and Na2O. Betamethasone 21-phosphate disodiumSupplier

4.2 Caution Statement: P301 + P312 + P330

4.2 WGK Germany: 3

4.2 RTECS: TU4056500

4.2 Safety: The safety information of Betamethasone disodium phosphate (CAS NO.151-73-5) is as follows:
Hazard Codes: Xn
Risk Statements: 22
22: Harmful if swallowed
Safety Statements: 36
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: TU4056500
Moderately toxic by ingestion and other routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of F⁻, PO_x and Na₂O.

4.3 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1166mg/kg (1166mg/kg)		Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
mouse	LD50	intravenous	1304mg/kg (1304mg/kg)		Drugs in Japan Vol. -, Pg. 1075, 1990.
mouse	LD50	oral	1607mg/kg (1607mg/kg)		Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
mouse	LD50	subcutaneous	1363mg/kg (1363mg/kg)		Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973.
rat	LD50	intramuscular	1291mg/kg (1291mg/kg)		Drugs in Japan Vol. -, Pg. 1075, 1990.
rat	LD50	intraperitoneal	1179mg/kg (1179mg/kg)		Drugs in Japan Vol. -, Pg. 1075, 1990.
rat	LD50	intravenous	1276mg/kg (1276mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2117, 1979.
rat	LD50	oral	1877mg/kg (1877mg/kg)		Drugs in Japan Vol. -, Pg. 1075, 1990.
rat	LD50	subcutaneous	1265mg/kg (1265mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Oyo Yakuri. Pharmacometrics. Vol. 52, Pg. 105, 1996.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in D2O

13C NMR : Predict

Predict 1H proton NMR

IR : KBr disc

IR : nujol mull

7. Other Information

7.0 Merck: 14,1180

7.1 Indications and Usage: Betamethasone Sodium Phosphate, also called Bentelan, Betnesol, betamethasone phosphate, and celestone phosphate, is an adrenal cortex hormone, an isomer of dexamethasone with the same effects as prednisolone and dexamethasone.
It is mainly used against inflammation and allergies. Its effects are the same as those of dexamethasone, and its anti-inflammatory effects are stronger than dexamethasone, prednisone, and cortisone, with fewer side effects. It is used to treat active rheumatism, rheumatoid arthritis, lupus erythematosus, severe bronchial asthma, severe dermatitis, acute leukemia, allergic dermatitis, eczema, neurodermatitis, seborrheic dermatitis, pruritis, and comprehensively treat some infections.

7.2 Mechanisms of Action: Betamethasone sodium phosphate has pharmacological effects in treating inflammation, rheumatism, allergies, and immunosuppressive conditions. Its anti-inflammatory effects are stronger than those of dexamethasone, triamcinolone, and hydrocortisone. It can reduce and prevent tissue response to inflammation, partly eliminating non-infectious inflammation caused by fever, redness, and swelling, thereby reducing the presence of swelling. The anti-inflammatory effects of 0.3 mg of betamethasone sodium phosphate are comparable to those of 0.75 mg of dexamethasone, 5 mg of prednisone, or 25 mg of cortisone. Its sodium retention effects are more than a hundred times those of cortisone. In case of primary adrenal hypofunction, together with corticosteroids, it can be used to replace treatment or prevention, or inhibit of cellular immune response, delay allergic reaction, and reduce the extension of the primary immune response, suitable for low renin and low aldosterone syndrome and orthodontic hypotension caused by autonomic neuropathy.

7.3 Contraindications: Not for use by those with a history of serious mental illness, active duodenum, gastric ulcers, recent gastrointestinal anastomosis, serious osteoporosis, pronounced diabetes, or serious high blood pressure, viruses which cannot be treated by antibiotics, bacterial of fungal infection, thrombophlebitis, or infectious skin diseases such as impetigo, tinea corporis, or tinea cruris.

7.4 Category: Toxic

7.5 Toxicity level: Medium

7.6 Acute toxicity: Oral administration - mice LD50: >4500 mg/kg

7.7 Flammability: Flammable; produces toxic fluoride fumes

7.8 Storage and transport: Store in a cool, ventilated, and dry place

7.9 Extinguishing agents: Dry powder, foam, sand, carbon dioxide, mist

7.10 Chemical Properties: White or almost white powder, very hygroscopic.

7.11 Uses: An anti-inflammatory agent

7.12 Uses: A Betamethasone

7.13 Uses: antiinflammatory, glucocorticoid

7.14 Uses: Nasal, Ophthalmic, Oral, Parenteral

7.15 Definition: ChEBI: An organic sodium salt that is the disodium salt of betamethasone phosphate.

7.16 Brand name: Celestone (Schering).

7.17 Biochem/physiol Actions: Betamethasone is used to treat neonatal respiratory distress syndrome, and psoriasis.

7.18 Safety Profile: Moderately toxic by ingestion andother routes. An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits toxic fumes of F??, POx and Na2O.

8. Computational chemical data

Molecular Weight: 516.41g/mol
Molecular Formula: C₂₂H₂₈FNa₂O₈P
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 516.13012157
Monoisotopic Mass: 516.13012157
Complexity: 962
Rotatable Bond Count: 3
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 9
Topological Polar Surface Area: 147
Heavy Atom Count: 34
Defined Atom Stereocenter Count: 8
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 3
CACTVS Substructure Key Fingerprint: AAADceB4PTIAAAAAAAAAAAAAAAAAAYAAAAAwYIAAAAAAAGDAAAAAGwAACCAAD1SggAICAAAAAxCIQqBSAIIAAAAgAAAICAFAAEgAEBIAAQAAQAAFgAAIAYPIzPDPgAAAAAAAAADAAAYAADAAAYAADAAAAA==

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