butamben

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Names

[ CAS No. ]:
94-25-7

[ Name ]:
butamben

[Synonym ]:
Butesin
MFCD00017112
Butyl aminobenzoate
n-butyl 4-aminobenzoate
Butesine
4-Aminobenzoic acid butyl ester
N-Butyl p-aminobenzoate
Scuroforme
Butyl p-aminobenzoate
Butyl 4-aminobenzoate
p-amino-benzoic acid butyl ester
Butylcaine
Benzoic acid, 4-amino-, butyl ester
Butamben (USP)
Scuroform
Planoform
butamben
Butoform
butyl ester of p-aminobenzoic acid
EINECS 202-317-1

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
325.7±0.0 °C at 760 mmHg

[ Melting Point ]:
57-58 °C(lit.)

[ Molecular Formula ]:
C₁₁H₁₅NO₂

[ Molecular Weight ]:
193.242

[ Flash Point ]:
184.6±17.9 °C

[ Exact Mass ]:
193.110275

[ PSA ]:
52.32000

[ LogP ]:
3.01

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.540

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DG1530000

CHEMICAL NAME :: Benzoic acid, p-amino-, butyl ester

CAS REGISTRY NUMBER :: 94-25-7

BEILSTEIN REFERENCE NO. :: 1211465

LAST UPDATED :: 199712

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C11-H15-N-O2

MOLECULAR WEIGHT :: 193.27

WISWESSER LINE NOTATION :: ZR DVO4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 67 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 17,900,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81345 No. of Facilities: 334 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 11589 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81345 No. of Facilities: 777 (estimated) No. of Industries: 2 No. of Occupations: 13 No. of Employees: 49619 (estimated) No. of Female Employees: 42223 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38;R43

[ Safety Phrases ]:
S26-S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DG1530000

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

4-Aminobenzoic acid
Butanol
butyl 4-nitrobenzoate
4-Nitrobenzoic acid
4-Acetamidobenzoic acid
1-Bromobutane
Methyl 4-aminobenzoate
4-Nitrobenzoyl chloride

DownStream

butyl 4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzoate
4-(N-BUTOXYCARBONYL)PHENYL ISOCYANATE
butyl 4-nitrobenzoate
butyl 4-piperazin-1-ylbenzoate
butyl 4-[[4-[(5-chloro-1-methyl-2-oxoindol-3-ylidene)amino]benzoyl]amino]benzoate
butyl 4-[[4-[[5-chloro-2-oxo-1-(piperidin-1-ylmethyl)indol-3-ylidene]amino]benzoyl]amino]benzoate
2-(4-butoxycarbonylanilino)acetic acid
2-(4-butoxycarbonyl-N-nitrosoanilino)acetic acid
butyl 4-[(4-phenylphenyl)methylideneamino]benzoate
butyl 4-[(4-nitrobenzoyl)amino]benzoate

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Inhibition of sensory neuronal TRPs contributes to anti-nociception by butamben.

Neurosci. Lett. 506(2) , 297-302, (2012)

Butamben (n-butyl-p-aminobenzoic acid) is a pain-relieving local anesthetic for topical use. Blockade of voltage-gated channel expressed in the peripheral sensory neurons has been suggested as a mecha...

Butamben derivatives enhance BMP-2-stimulated commitment of C2C12 cells into osteoblasts with induction of voltage-gated potassium channel expression.

Bioorg. Med. Chem. Lett. 21 , 7363-6, (2011)

As the primary step for 'drug repositioning', we evaluated the effect of 2000 drugs and drug candidates on the commitment of bi-potential mesenchymal precursor C2C12 cells into osteoblasts in the pres...

Benzoate X receptors alpha and beta are pharmacologically distinct and do not function as xenobiotic receptors.

J. Biol. Chem. 277(46) , 43691-7, (2002)

The Xenopus benzoate nuclear hormone receptors, BXRalpha and BXRbeta, share 82% identity within their ligand-binding domains and are classified as members of the NR1I2 subfamily that includes the mamm...

butamben picrate
3-Bromo-4-[2-(tert-butoxy)ethoxy]oxolane
3-[2-(Tert-butoxy)ethoxy]-4-iodooxolane
2-Bromo-3-[2-(tert-butoxy)ethoxy]-1,4-dichlorobutane
Tert-butyl 3-[2-(tert-butoxy)ethoxy]-4-iodopyrrolidine-1-carboxylate
13-Bromo-12,12-dimethyl-2,5,8,11-tetraoxatridecane
13-Iodo-12,12-dimethyl-2,5,8,11-tetraoxatridecane
3-Bromo-4-[2-(2-methoxyethoxy)ethoxy]-1lambda6-thiolane-1,1-dione
Tert-butyl 3-bromo-4-[2-(2-methoxyethoxy)ethoxy]pyrrolidine-1-carboxylate
1-Iodo-2-[2-(2-methoxyethoxy)ethoxy]cyclopentane
tert-butyl N-{3-bromo-2-[2-(2-methoxyethoxy)ethoxy]-2-methylpropyl}carbamate

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