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Bufexamac

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Name

Bufexamac

EINECS 219-451-1
CAS No. 2438-72-4 Density 1.12 g/cm3
PSA 58.56000 LogP 2.30430
Solubility N/A Melting Point 161 - 162oC
Formula C12H17NO3 Boiling Point 364.56°C (rough estimate)
Molecular Weight 223.272 Flash Point N/A
Transport Information N/A Appearance Acicular crystal
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2438-72-4 (Bufexamac) Hazard Symbols N/A
Synonyms

4-Butoxy-N-hydroxybenzeneacetamide;p-Butoxyphenylacetohydroxamic acid;Benzeneacetamide, 4-butoxy-N-hydroxy- (9CI);

Article Data 3

Bufexamac Consensus Reports

EPA Genetic Toxicology Program.

Bufexamac Specification

The IUPAC name of Bufexamac is 2-(4-butoxyphenyl)-N-hydroxyacetamide. With the CAS registry number 2438-72-4, it is also named as 2-(p-Butoxyphenyl)acetohydroxamic acid. The product's categories are Chemistry; Miscellaneous; Lipid signaling. It is toxic. When heated to decomposition it emits toxic fumes of NOx. So the storage environment should be ventilate, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.7; (4)ACD/LogD (pH 7.4): 1.69; (5)ACD/BCF (pH 5.5): 11.45; (6)ACD/BCF (pH 7.4): 11.29; (7)ACD/KOC (pH 5.5): 199.31; (8)ACD/KOC (pH 7.4): 196.51; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.53; (13)Molar Refractivity: 61.53 cm3; (14)Molar Volume: 199.2 cm3; (15)Polarizability: 24.39×10-24 cm3; (16)Surface Tension: 42.8 dyne/cm; (17)Rotatable Bond Count: 6; (18)Tautomer Count: 3; (19)Exact Mass: 223.120843; (20)MonoIsotopic Mass: 223.120843; (21)Topological Polar Surface Area: 58.6; (22)Heavy Atom Count: 16; (23)Complexity: 200.

Uses of Bufexamac: It is a drug used as an anti-inflamatory agent on the skin, as well as rectally. And it is thought to act by inhibiting the enzyme cyclooxygenase. But this drug can cause severe contact dermatitis which is often hard to distinguish from the initial condition. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(NO)Cc1ccc(OCCCC)cc1
2. InChI:InChI=1/C12H17NO3/c1-2-3-8-16-11-6-4-10(5-7-11)9-12(14)13-15/h4-7,15H,2-3,8-9H2,1H3,(H,13,14)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1195mg/kg (1195mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.
mouse LD50 oral 8gm/kg (8000mg/kg)   Journal of Medicinal Chemistry. Vol. 13, Pg. 211, 1970.
mouse LD50 skin > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.
rat LD50 intraperitoneal 805mg/kg (805mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.
rat LD50 oral 3370mg/kg (3370mg/kg)   Drugs in Japan Vol. 6, Pg. 681, 1982.
rat LD50 skin > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakkyoku. Pharmacy. Vol. 28, Pg. 253, 1977.

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