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Betamethasone valerate

Betamethasone valerate structure

CAS No:
2152-44-5
Formula:
C27H37FO6
Chemical Name:
Betamethasone valerate
Synonyms:
Pregna-1,4-diene-3,20-dione,9-fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]-,(11β,16β)-;Pregna-1,4-diene-3,20-dione,9-fluoro-11β,17,21-trihydroxy-16β-methyl-,17-valerate;Valeric acid,17-ester with 9-fluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione;(11β,16β)-9-Fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]pregna-1,4-diene-3,20-dione;Betamethasone 17-valerate;Betnovateat;9α-Fluoro-11β,21-dihydroxy-16β-methyl-17α-valeryloxypregna-1,4-diene-3,20-dione;β-Methasone 17-valerate;Betamethasone valerate;Betnovate;Valisone;Celestoderm;Celestane V;Betamethasone 17α-valerate;Stanoval;Celeston valerate;Rinderon V;Betoid;Bedermin;Beta-Val;Bextasol;Celestan V;Celestoderm V;Betnesol V;Tokuderm;Betneval;Dermosol;Hormezon;Ecoval 70;Dermovaleas;Bettamousse;Fuciderm;9α-Fluoro-16β-methylprednisolone 17-valerate;12772-60-0;57654-97-4;149665-14-5;944728-94-3
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Betamethasone valerate (Betamethasone 17-valerate), the 17-valerate ester of Betamethasone, is a topical corticosteroid with anti-inflammatory activity. Betamethasone valerate is used in the treatment of recurrent aphthous stomatitis. Betamethasone valerate inhibits the binding of the radiolabeled glucocorticoid dexamethasone (3H dexamethasone) to human epidermis and mouse skin with IC50s of 5 and 6 nM, respectively[1][2][3].

Betamethasone valerate is a steroid ester that is betamethasone in which the hydroxy group at the 17alpha position has been converted to the corresponding pentanoate ester. It has a role as an anti-inflammatory drug. It is a steroid ester, a 20-oxo steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a fluorinated steroid, a 3-oxo-Delta(1),Delta(4)-steroid and a primary alpha-hydroxy ketone. It derives from a betamethasone.|Betamethasone Valerate is the 17-valerate ester of betamethasone, a synthetic glucocorticoid with metabolic, immunosuppressive and anti-inflammatory actions. Betamethasone valerate binds to specific intracellular glucocorticoid receptors and subsequently binds to DNA to modify gene expression. The synthesis of certain anti-inflammatory proteins is induced while the synthesis of certain inflammatory mediators is inhibited. As a result, there is an overall reduction in chronic inflammation and autoimmune reactions.|The 17-valerate derivative of BETAMETHASONE. It has substantial topical anti-inflammatory activity and relatively low systemic anti-inflammatory activity.

Betamethasone valerate Basic Attributes

Molecular Weight：

476.57700

Exact Mass：

476.58

EC Number：

218-439-3

UNII：

9IFA5XM7R2

DSSTox ID：

DTXSID7022673

NCI Thesaurus Code：

C47962

HScode：

2932999099

Characteristics

PSA：

100.90000

XLogP3：

3.63680

Appearance：

Mixed with a solvent.

Density：

1.24g/cm3

Melting Point：

183-184 °C

Boiling Point：

598.9ºC at 760 mmHg

Flash Point：

316ºC

Refractive Index：

1.56

Water Solubility：

1.95e-05 M

Storage Conditions：

2-8ºC

Vapor Pressure：

7.72E-17mmHg at 25°C

Collision Cross Section：

214 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Hazard category：

4.3

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

R48

safety instructions：

S22-S24/25

RTECS Number：

TU3835000

Marks：

Stability/Shelf Life：

Material will release phosphine gas when wet or in contact with acids and this gas is moderately explosive when exposed to flame.

GHS Classification：

|Danger|H330 (35.66%): Fatal if inhaled [Danger Acute toxicity, inhalation]|P201, P202, P260, P264, P270, P271, P273, P281, P284, P304+P340, P308+P313, P310, P314, P320, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 143 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)|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. (See all compounds classified as Glucocorticoids.)

MeSH Entry Terms：

17-Valerate, Betamethasone

Betamethasone valerate Use and Manufacturing

Uses

In rat & field mice poison preparations.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:476.6
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:476.25741706
Monoisotopic Mass:476.25741706
Topological Polar Surface Area:101
Heavy Atom Count:34
Complexity:957
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Anti-inflammatory, anti-allergic and antipruritic effects

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Betamethasone Neomycin Cream
Ingredients	The compound preparation contains 1 mg of betamethasone valerate in the form of betamethasone and 3500 units of neomycin sulfate per gram.
Indication	Not yet clear.
Specifications	15g/stick
Manufacturer	Zhuhai United Pharmaceutical Co., Ltd. Zhongshan Branch

Betamethasone Propionate Cream
Ingredients	The compound preparation contains 1 mg of betamethasone valerate in the form of betamethasone and 3500 units of neomycin sulfate per gram.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
Specifications	0.05% (as betamethasone)
Manufacturer	Chongqing Huapont Pharmaceutical Co., Ltd.

Betamethasone valerate
Manufacturer	Zhejiang Xianju Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

FARMABIOS S.P.A.

Italy
Active
FARMABIOS S.P.A.

Italy
Active
TAPI NL B.V.

France
Active

See More Registered Holders

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