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Bufexamac

CAS No.
2438-72-4
Chemical Name:
Bufexamac
Synonyms
j3;cp1044;feximac;mofenar;parfenac;droxaryl;droxarol;cp1044j3;flogicid;norfemac
CBNumber:
CB7768637
Molecular Formula:
C12H17NO3
Molecular Weight:
223.27
MDL Number:
MFCD00078936
MOL File:
2438-72-4.mol
MSDS File:
SDS
Last updated:2023-06-08 17:06:35

Bufexamac Properties

Melting point 153-155°
Boiling point 364.56°C (rough estimate)
Density 1.1223 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Practically insoluble in water, soluble in dimethylformamide, slightly soluble in ethyl acetate and in methanol.
pka 9.24±0.20(Predicted)
color White to Off-White
Merck 14,1474
CAS DataBase Reference 2438-72-4(CAS DataBase Reference)
FDA UNII 4T3C38J78L
ATC code M01AB17,M02AA09

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352+P333+P313+P363-P501
WGK Germany  2
RTECS  AK8280000
HS Code  2928.00.2500
Toxicity LD50 orally in mice, rats: >8, >4 g/kg (Lambelin)

Bufexamac price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B1156000 Bufexamac European Pharmacopoeia (EP) Reference Standard 2438-72-4 b1156000 $150 2024-03-01 Buy
Sigma-Aldrich B0760 Bufexamac analytical standard 2438-72-4 10g $97.1 2022-05-15 Buy
TCI Chemical B4179 Bufexamac >98.0%(HPLC) 2438-72-4 5g $45 2024-03-01 Buy
Cayman Chemical 26068 Bufexamac ≥98% 2438-72-4 250mg $184 2024-03-01 Buy
Cayman Chemical 26068 Bufexamac 2438-72-4 25mg $32 2024-03-01 Buy
Product number Packaging Price Buy
B1156000 b1156000 $150 Buy
B0760 10g $97.1 Buy
B4179 5g $45 Buy
26068 250mg $184 Buy
26068 25mg $32 Buy

Bufexamac Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Parfenac,Lederle,UK,1973

Uses

antiinflammatory, analgesic, antipyretic

Uses

Bufexamac is a non-steroidal topical medication used for treatment of a variety of problems in which the skin is inflamed. These vary widely from insect bites to bums, plant stings and a wide variety of medical conditions induding psoriasis, hemorrhoidal symptoms, eczema and inflammation of the skin following radiotherapy. In this last case, it can be used before radiotherapy to help prevent inflammation of the skin caused by radiation therapy.

Uses

Bufexamac is a specific inhibitor of class IIB histone deacetylases (HDAC6 and HDAC10). Bufexamac is a non-steroidal anti-inflammatory drug used topically as well as rectally. Formulations containing Bufexamac is used by many patients with eczematous disorders as an alternative to topical corticosteroids.

Definition

ChEBI: A hydroxamic acid derived from phenylacetamide in which the benzene moiety is substituted at C-4 by a butoxy group. It has anti-inflammatory, analgesic, and antipyretic properties.

Manufacturing Process

(1) 136 g of p-hydroxyacetophenone, 140 g of butyl bromide, 152 g of potassium carbonate, 17 g of potassium iodide and 275 cc of ethanol are mixed and then refluxed for 48 hours. The reaction mixture is cooled, diluted with water, then extracted with ether. The ethereal phase is washed with a 10% sodium hydroxide solution, then with water, followed by drying, ether is evaporated and the product distilled under reduced pressure. 168 g of pbutyloxyacetophenone are obtained with yield of 87% (160°-162°C at 11 mm Hg).
(2) 192 g of p-butyloxyacetophenone, 42 g of sulfur and 130 g of morpholine are mixed and then refluxed for 14 hours. The resulting solution is poured into water and stirred until crystallization of the sulfurated complex. The latter is filtered, washed with water and dried, Production: 270 g (88% yield). (3) 200 g of sodium hydroxide are dissolved in 1,500 cc of ethanol and then 293 g of the thus-obtained sulfurated complex are added. The mixture is refluxed overnight, The mixture is distilled to separate the maximum of the alcohol and then diluted with water. The resulting solution is acidified with hydrochloric acid, and extracted with ether. The ethereal phase is washed with water, followed by extraction with a 10% sodium carbonate solution. The carbonated solution is acidified with 10% hydrochloric acid, and the resulting precipitate of p-n-butyloxyphenylacetic acid is filtered and dried. 100 g of this product are obtained (70% yield).
(4) 208 g of p-n-butyloxyphenylacetic acid, 368 g of ethanol and 18 cc of sulfuric acid are refluxed for 5 hours. The mixture is diluted with water, after which it is extracted with ether. The ethereal phase is successively washed with water, then with carbonate, and again with water, following which it is dried and distilled to remove solvent. The ester is then distilled at a reduced pressure. 200 g of ethyl p-butyloxyphenylecetate are thus obtained with yield of 61% (186°C at 8 mm Hg).
(5) 7 g of hydroxylamine hydrochloride are dissolved in 100 cc of methanol. A solution of 5 g of sodium in 150 cc of methanol is added and the salt precipitate is separated by filtration. 22 g of ethyl p-n-butyloxyphenylacetate are added to the filtrate and the mixture is refluxed for 1 hour. The mixture is cooled and acidified with 20% hydrochloric acid. 14.7 g of p-nbutyloxyphenylacetohydroxamic acid are thus obtained with yield of 71% (melting point: 153°-155°C).

brand name

Anderm (Wyeth-Ayerst); Paraderm (Wyeth-Ayerst); Parfenac (Wyeth-Ayerst);Bufemac;Bufexamac-ratiopharm (r) creme;Bufexine ratiopharm(r) f-sable;Calmaderm;Droxan;Droxaryl zalf 50 mg;Duradermal;Flogocid gel n.n;Flogocid sable;Malipuran;Parafenac (r) milch;Parafenac 5% creme;Parafenac basishad;Parafenac sable;Parafenal;Parfenal creme derm;Viafen u est.crema 40 g.

Therapeutic Function

Antiinflammatory, Analgesic, Antipyretic

World Health Organization (WHO)

Bufexamac, an analgesic and anti-inflammatory agent, was introduced in 1974 for the topical treatment of a wide range of dermatoses. The drug is widely marketed and the World Health Organization is not aware of restrictive action having been taken elsewhere.

Contact allergens

Bufexamac is an arylacetic nonsteroidal anti-inflammatory drug. It induces allergic contact dermatitis, eczematous or erythema multiforme like type, and even generalized eruptions like acute generalized exanthematous pustulosis.

4547-57-3
7803-49-8
2438-72-4
Synthesis of Bufexamac from 4-N-BUTOXYPHENYLACETIC ACID and HYDROXYLAMINE

Bufexamac Preparation Products And Raw materials

Global( 253)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Xiamen Shindano Biotechnology Co.,ltd
0592-6266840 15750707980 sales@chemsdano.com CHINA 93 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290 1056@dideu.com China 3581 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

View Lastest Price from Bufexamac manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bufexamac pictures 2023-06-15 Bufexamac
2438-72-4
US $396.00 / Kg/Bag 1KG 99% 1T Baoji Guokang Bio-Technology Co., Ltd.
Bufexamac pictures 2022-09-30 Bufexamac
2438-72-4
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
Bufexamac pictures 2021-09-29 Bufexamac
2438-72-4
US $0.00-0.00 / Kg/Drum 1KG 98%-102 1000KG WUHAN FORTUNA CHEMICAL CO., LTD
  • Bufexamac pictures
  • Bufexamac
    2438-72-4
  • US $396.00 / Kg/Bag
  • 99%
  • Baoji Guokang Bio-Technology Co., Ltd.
  • Bufexamac pictures
  • Bufexamac
    2438-72-4
  • US $0.00-0.00 / KG
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • Bufexamac pictures
  • Bufexamac
    2438-72-4
  • US $0.00-0.00 / Kg/Drum
  • 98%-102
  • WUHAN FORTUNA CHEMICAL CO., LTD

Bufexamac Spectrum

2-(p-butoxyphenyl)-acetohydroxamicaci 4-butoxy-n-hydroxy-benzeneacetamid 4-butoxy-n-hydroxybenzeneacetamide 4-butoxyphenylacetohydroxamicacid acidep-butoxyphenylacethydroxamique bufexamicacid cp1044 cp1044j3 droxarol droxaryl parfenac p-butoxyphenylacetohydroxamicacid AURORA KA-853 BUFEXAMAC 2-(4-BUTOXYPHENYL)-N-HYDROXYACETAMIDE LABOTEST-BB LT00134645 2-(p-butoxyphenyl)acetohydroxamic acid 2-(4-butoxyphenyl)acetohydroxamic acid 4-Butoxyphenylacethydroxamic acid p-Butoxyphenylacethydroxamic acid 2-(p-Butoxyphenyl)acetohydoroximic acid 2-(4-butoxyphenyl)ethanehydroxamic acid 2-(4-butoxyphenyl)-N-hydroxy-ethanamide Bufexamac, >=98% feximac flogicid flogocidnplastigel j3 malipuran mofenar norfemac Bufexamac, 98%, a COX inhibitor tantalum(2+) Bufexamac CRS Bufexamac > Benzeneacetamide, 4-butoxy-N-hydroxy- Bufexamac USP/EP/BP Bufexamac (Bufexamic acid) Bufexamac, ≥ 98.0% 2438-72-4 C12H17NO3 Analytical Standards Alphabetic Analytical Chromatography Product Catalog BI - BZ API NORFEMAC Chemistry Miscellaneous Lipid signaling