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3093-35-4

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3093-35-4 Usage

Outline

Halcinonide is an efficient synthetic fluorine and chlorine corticosteroid, the effect of it is similar to fludrocortisone . It has strong anti-inflammatory, anti-allergic, anti-itching, inhibiting proliferation of immune effects, topical application can reduce the permeability of the capillary wall and cell membrane,and reduce the inflammatory exudate, and inhibit histamine and other inflammatory mediators formation and release.it is clinically used for subacute or chronic non-infectious skin diseases such as psoriasis, eczema, neurodermatitis, contact dermatitis, seborrheic dermatitis (non-face), atopic dermatitis, flat moss and discoid lupus erythematosus and the like which are hormone therapy ineffective .

Physical and Chemical Properties

White or off-white crystalline powder, odorless. Almost insoluble in water, slightly soluble in ethanol or methanol, soluble in acetone and chloroform. Sealed.

Pharmacological effects

This drug is a potent synthetic glucocorticoid ,its action is similar to fludrocortisone. It has strong anti-inflammatory, anti-allergic, anti-itching, inhibit proliferation of immune and other effects, topical application are unlikely to cause systemic adverse reactions. The drug has the same effect of inhibiting the proliferation of granulation tissue as dexamethasone ,it is stronger than hydrocortisone. The drug is not substantially absorbed in external skin, it has no irritating effect on the body. The extent of absorption of topical application is hugely different among anatomic sites: forearm 1%, 4% of the scalp, forehead, 7%, 36% of the scrotum, the greatest penetration is in the groin, armpits and face. The drug is mainly metabolized in the liver, it is mostly excreted by the kidneys, and less by biliary excretion. The above information is edited by the lookchem of Tian Ye.

Indications

Different sources of media describe the Indications of 3093-35-4 differently. You can refer to the following data:
1. The drug is suitable for treatment of contact dermatitis, atopic dermatitis, lichen,the small size of psoriasis, lichen, heat rash, genital atrophic lichen sclerosus, non-parasitic prurigo, ring granuloma, discoid lupus erythematosus, non-facial seborrheic dermatitis, mycosis fungoides pruritus symptomatic .It is also used for the treatment of insect bites, parasitic prurigo through specific treatment. It has a good effect on the treatment of psoriasis .
2. Halcinonide (Halog, Halog-E) is a synthetic fluorinated corticosteroid.

Adverse reactions

1. There are a small number of patients whose applicator parts of the skin occurs burning, stinging, itching temporary, long-term use can occur telangiectasia skin (especially face), skin atrophy, stretch marks (teenagers prone), fragile skin, hirsutism, folliculitis, milia, skin bleaching, delayed ulcer healing, packet method in skin folds easily causes fungal infection. 2. When it is much absorbed through the skin, it can cause systemic adverse reactions.

Contraindications

1.Patients who are allergic to this drug and adrenal corticosteroids are banned. 2. The primary skin diseases , exudative dermatitis, ulcerative lesions, acne, rosacea caused by bacteria, fungi, viruses and parasites are banned. 3. It is forbidden using in the eyelid portion (cause a risk of glaucoma).

Precautions

1. The large area of large quantities of drugs or medication packet mode allow more amount of the drug being absorbed through the skin, which causes systemic reactions, especially in young children and infants, it can cause reversible Cushing's syndrome and growth retardation, sudden withdrawal can cause acute adrenal insufficiency. 2. When the local intolerance phenomena occurs,the drug should be stopped and the reason should be found. 3. It should be paid attention that drug staying in the skin folds and diaper can be absorbed into the body.

Specification

Ointments, creams, solutions: 0.1%.

Uses

Different sources of media describe the Uses of 3093-35-4 differently. You can refer to the following data:
1. Cortical hormone drugs for the treatment of psoriasis and eczema dermatitis .
2. 2H-Naphth[2'',1'':4,5]indeno[1,2-d][1,3]dioxole Pregn-4-ene-3,20-dione Deriv. is a by-product from the synthesis of 4-Fluorotriamcinolone Acetonide (F598640) an analog of Fluocinolone Acetonide (F455800); a glucocorticoid and anti-inflammatory agent.
3. Anti-inflammatory (topical).

Originator

Halog,Squibb,US,1974

Manufacturing Process

(A) 16α-Hydroxy-9α-fluorohydrocortisone acetonide 27-mesylate: To a solution of 1.5 g of 16α-hydroxy-9α-fluorohydroortisone acetonide in 15 ml of dry pyridine is added at 0°C. 1.5 ml of methane-sulfonyl chloride. After standing in the refrigerator for 2,5 hours, excess methanesulfonyl chloride is destroyed by the addition of a small amount of ice, after which ice-water is added slowly to precipitate the reaction product. After ? hour in the refrigerator the material is filtered off, washed thoroughly with water and dried in vacuo. The resulting crude material after recrystallization from acetone-hexane gives the pure 21-mesylate of the following properties: melting point about 225°C to 227°C (decomposition); [α]D23+112° (c, 0.5 in chloroform). (B) 21-Chloro-9α-fluoro-δ4-pregnene-11β,16α,17α-triol-3,20-dione16,17- acetonide : A solution of 200 mg of the acetonide 21-mesylate from part (A) and 900 mg of lithium chloride in 25 ml of dimethylformamide is kept at 100°C for 24 hours. The mixture is poured on ice, extracted with chloroform and the chloroform extract washed with water and dried over sodium sulfate. Evaporation of the solvent in vacuo furnishes the crystalline chloride, which after recrystallization from acetone-ethanol has a melting point about 276°C to 277°C.

Brand name

Halog (Bristol-Myers Squibb); Halog (Westwood-Squibb).

Therapeutic Function

Topical corticosteroid

General Description

Halcinonide, 21-chloro-9-fluoro-11β-hydroxy-16α,17-[(1-methylethylidene)bis(oxy)]pregn-4-ene-3,20-dione, was the first chloroGC marketed. Likemany other potent GCs, it is used only topically.

Check Digit Verification of cas no

The CAS Registry Mumber 3093-35-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,9 and 3 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3093-35:
(6*3)+(5*0)+(4*9)+(3*3)+(2*3)+(1*5)=74
74 % 10 = 4
So 3093-35-4 is a valid CAS Registry Number.
InChI:InChI=1/C24H32ClFO5/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,26)17(28)11-22(16,4)24(19,31-20)18(29)12-25/h9,15-17,19,28H,5-8,10-12H2,1-4H3/t15?,16?,17?,19-,21?,22?,23?,24-/m1/s1

3093-35-4 Well-known Company Product Price

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  • USP

  • (1302509)  Halcinonide  United States Pharmacopeia (USP) Reference Standard

  • 3093-35-4

  • 1302509-200MG

  • 4,326.66CNY

  • Detail

3093-35-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name halcinonide

1.2 Other means of identification

Product number -
Other names halcinomide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3093-35-4 SDS

3093-35-4Downstream Products

3093-35-4Relevant articles and documents

Preparation method of

-

, (2021/10/13)

The invention provides a preparation method of and an intermediate thereof. The preparation method comprises the following steps: carrying out chlorination reaction on the compound of the formula N - 7 N - 3 with a chlorination reagent, then carrying out a fluorine reaction with the fluorine-containing reagent, and reacting the compound as follows. Of these, the chlorinating agent is selected from the sulfonyl chlorides of aromatic hydrocarbons, in particular benzenesulfonyl chloride. At least one of p-toluenesulfonyl chloride and p-chlorobenzoyl chloride, wherein the fluorine-containing agent is hydrofluoric acid. The preparation method is efficient, green and environment-friendly, shortens the production cycle, reduces a large amount of wastewater, improves the yield, reduces the production cost, realizes clean production, HPLC content of the product is less than 99.0%, and the yield reaches 0.10% 100% or more.

Steroid 21-hydroxyl chlorination or bromination method

-

Paragraph 0057-0059, (2019/01/24)

The invention discloses a steroid 21-hydroxyl chlorination or bromination method. A compound shown as formula A is adopted as the start material, and in the presence of SO2, reaction with a chlorination or bromination reagent is carried out to prepare a compound shown as formula B. The method provided by the invention has the characteristics of mild process conditions, environmental friendliness,easily available reagents, easy operation, low cost and high yield, and is suitable for industrial mass production.

Pregnane derivatives 16, 17 - acetal (ketone) preparation method

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Paragraph 0046-0048, (2017/08/31)

Disclosed is a method for preparing a pregnane derivative 16,17-acetal (ketal) compound shown in the general formula I, the method comprising the step of reacting a compound of a general formula II with a compound of a general formula III or a general formula IV in the presence of boron trifluoride, wherein the dotted line between site 1 and site 2 denotes a saturated or unsaturated bond; R is hydroxyl, halogen or -OCOR7, wherein R7 is a C1-C12 linear chain or branched alkyl, a C3-C10 cycloalkyl, a C2-C8 alkenyl or a C2-C8 alkynyl; R1 and R2 are each hydrogen, a C1-C12 linear chain or branched alkyl, a C3-C10 cycloalkyl, a C2-C8 alkenyl or a C2-C8 alkynyl, or R1, R2 and the carbon to which they are connected form a C3-C10 cycloalkyl together, with the provision that R1 and R2 are not hydrogen simultaneously; R3 is hydrogen or -OCOR8, wherein R8 is a C1-C12 linear chain or branched alkyl, or a C3-C10 cycloalkyl; R4 is hydrogen, fluorine or chlorine; R5 is hydrogen, fluorine, chlorine or methyl; and R6 is a C1-C12 linear chain or branched alkyl. Compared with current processes, the method causes little pollution to the environment, has relatively mild reaction conditions, ease of control, reduced energy consumption and low production costs.

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