Name: Bufexamac
SKU: 2438-72-4

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Basic Information

Molecular Structure:
CAS No.:	2438-72-4
Name:	Bufexamac
Article Data:	3

Formula:	C₁₂H₁₇NO₃
Molecular Weight:	223.272
Synonyms:	4-Butoxy-N-hydroxybenzeneacetamide;p-Butoxyphenylacetohydroxamic acid;Benzeneacetamide, 4-butoxy-N-hydroxy- (9CI);
EINECS:	219-451-1
Density:	1.12 g/cm³
Melting Point:	161 - 162oC
Boiling Point:	364.56°C (rough estimate)
Appearance:	Acicular crystal
PSA:	58.56000
LogP:	2.30430

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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 NO_x. 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.