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Halcinonide

CAS No.
3093-35-4
Chemical Name:
Halcinonide
Synonyms
halog;halcort;halcimat;Adcortin;SQ 18566;halciderm;Alcinonide;The sinai,;HALCINONIDE;Halcinonida
CBNumber:
CB9106428
Molecular Formula:
C24H32ClFO5
Molecular Weight:
454.96
MDL Number:
MFCD00866006
MOL File:
3093-35-4.mol
Last updated:2024-11-13 11:39:26

Halcinonide Properties

Melting point 264-265° (dec)
alpha D25 +155° (CHCl3)
Boiling point 564.3±50.0 °C(Predicted)
Density 1.1567 (estimate)
storage temp. -20°C Freezer
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka 13.19±0.70(Predicted)
color White to Off-White
InChIKey MUQNGPZZQDCDFT-JNQJZLCISA-N
SMILES O1[C@]2([H])C[C@]3([H])[C@@](C)([C@]2(C(CCl)=O)OC1(C)C)C[C@H](O)[C@]1(F)[C@]2(C)C(=CC(=O)CC2)CC[C@@]31[H]
CAS DataBase Reference 3093-35-4(CAS DataBase Reference)
FDA UNII SI86V6QNEG
ATC code D07AD02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P280
Hazard Codes  Xn
Risk Statements  63
Safety Statements  36
WGK Germany  3
RTECS  TU5010200
HS Code  2937220000
Toxicity LD50 i.p. in mice: 150 mg/kg (Millonig, Yiakas)
NFPA 704
0
1 0

Halcinonide price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1302509 Halcinonide United States Pharmacopeia (USP) Reference Standard 3093-35-4 200mg $436 2024-03-01 Buy
TCI Chemical H1672 Halcinonide 3093-35-4 25MG $40 2024-03-01 Buy
TCI Chemical H1672 Halcinonide 3093-35-4 100MG $117 2024-03-01 Buy
Cayman Chemical 23780 Halcinonide ≥98% 3093-35-4 10mg $32 2024-03-01 Buy
Cayman Chemical 23780 Halcinonide ≥98% 3093-35-4 25mg $70 2024-03-01 Buy
Product number Packaging Price Buy
1302509 200mg $436 Buy
H1672 25MG $40 Buy
H1672 100MG $117 Buy
23780 10mg $32 Buy
23780 25mg $70 Buy

Halcinonide Chemical Properties,Uses,Production

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 chemicalbook of Tian Ye.

Indications

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 .

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

Cortical hormone drugs for the treatment of psoriasis and eczema dermatitis .

Originator

Halog,Squibb,US,1974

Uses

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.

Uses

Anti-inflammatory (topical).

Indications

Halcinonide (Halog, Halog-E) is a synthetic fluorinated corticosteroid.

Definition

ChEBI: Halcinonide is an organic molecular entity. It has a role as a SMO receptor agonist.

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.

1524-86-3
3093-35-4
Synthesis of Halcinonide from 9-Fluoro-16a,17-(isopropylidenedioxy)corticosterone
Global( 286)Suppliers
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Hebei Kangcang new material Technology Co., LTD
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View Lastest Price from Halcinonide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Halcinonide pictures 2024-11-13 Halcinonide
3093-35-4
US $40.00-74.00 / mg 99.94% 10g TargetMol Chemicals Inc.
Halcinonide pictures 2024-11-13 Halcinonide
3093-35-4
US $40.00-74.00 / mg 99.94% 10g TargetMol Chemicals Inc.
Halcinonide pictures 2024-10-23 Halcinonide
3093-35-4
US $0.00-0.00 / g 1g 99% 100kg Wuhan Cell Pharmaceutical Co., Ltd
  • Halcinonide pictures
  • Halcinonide
    3093-35-4
  • US $40.00-74.00 / mg
  • 99.94%
  • TargetMol Chemicals Inc.
  • Halcinonide pictures
  • Halcinonide
    3093-35-4
  • US $40.00-74.00 / mg
  • 99.94%
  • TargetMol Chemicals Inc.
  • Halcinonide pictures
  • Halcinonide
    3093-35-4
  • US $0.00-0.00 / g
  • 99%
  • Wuhan Cell Pharmaceutical Co., Ltd

Halcinonide Spectrum

20-dione,21-chloro-9-fluoro-11-beta,16-alpha,17-trihydroxy-pregn-4-ene-cyc halciderm halcimat Pregn-4-ene-3,20-dione, 21-chloro-9-fluoro-11-beta,16-alpha,17-trihydroxy, cyclic-16,17-acetal with acetone Pregn-4-ene-3,20-dione, 21-chloro-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)- 21-Chloro-9α-fluoro-11β-hydroxy-16α,17α-(isopropylidenebisoxy)pregn-4-ene-3,20-dione Halcinonide (200 mg) (11β,16α)-21-Chloro-9-fluoro-11-hydroxy-16,17-[(1-Methylethylidene)bis(oxy)] pregn-4-ene-3,20-dione halcort halog lic16,17-acetalwithacetone (11b,16a)-21-chloro-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregn-4-ene-3,20-dione 2H-Naphth[2',1':4,5]indeno[1,2-d][1,3]dioxole, pregn-4-ene-3,20-dione deriv. Adcortin Alcinonide Pregn-4-ene-3,20-dione, 21-chloro-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11β,16α)- Pregn-4-ene-3,20-dione, 21-chloro-9-fluoro-11β,16α,17-trihydroxy-, cyclic 16,17-acetal with acetone (7CI, 8CI) SQ 18566 HALCINONIDE 21-chloro-9-alpha-fluoro-11-beta-hydroxy-16-alpha,17-alpha-isopropylidenedioxypregn-4-ene-3,20-dione Halcinonide CP2000 Halcinonide Impurity Halcinonida Pregn-4-ene-3,20-dione,21-chloro-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-,(11b,16a)- (6aS,6bR,7S,8aS,8bS,11aR,12aS,12bS)-8b-(2-chloroacetyl)-6b-fluoro-7-hydroxy-6a,8a,10,10-tetramethyl-5,6,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one Halcinonide USP/EP/BP Halcinonide (1302509) The sinai, Pregn-4-ene-3,20-dione, 21-chloro-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11β,16α)- Pregn-4-ene-3,20-dione,21-chloro-9-fluoro-11-hydroxy-16,Chemicalbook17-((1-methylethylidene)bis(oxy))-,(11beta,16alpha)- 21-Chloro-9α-fluoro-11β-hydroxy-16α,17α-(isopropylidenebisoxy)pregn-4-ene-3,20-dione (11β,16α)-21-Chloro-9-fluoro-11-hydroxy-16,17-[(1-Methylethylidene)bis(oxy)]p Halcimat|||Halciderm|||Halcinonida|||SQ-18566 3093-35-4 3903-35-4 C24H32ClFO5 API Intermediates & Fine Chemicals Pharmaceuticals Steroids Steroid Hormones Organics Cortisone Hormones