Name | n-butyl p-aminobenzoate |
Synonyms | butesin Butamben PLANOFORM Scuroforme BUTYL-P-AMINOBENZOATE Butyl,4-Aminobenzoate Butyl 4-aminobenzoate Butyl 4-aminobenzoato N-BUTYL 4-AMINOBENZOATE N-BUTYL P-AMINOBENZOATE n-butyl p-aminobenzoate butyl para-aminobenzoate 4-(Butoxycarbonyl)aniline 4-amino-benzoicacibutylester p-aminobenzoic acid butyl ester P-AMINOBENZOIC ACID BUTYL ESTER Butyl 4-Aminobenzoate (Butamben) 4-AMINOBENZOIC ACID N-BUTYL ESTER |
CAS | 94-25-7 |
EINECS | 202-317-1 |
InChI | InChI=1/C11H15NO2/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7H,2-3,8,12H2,1H3 |
Molecular Formula | C11H15NO2 |
Molar Mass | 193.24 |
Density | 1.0945 (rough estimate) |
Melting Point | 57-58°C(lit.) |
Boling Point | 174°C8mm Hg(lit.) |
Flash Point | 184.6°C |
Water Solubility | Very slightly soluble in water. |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Vapor Presure | 0.000227mmHg at 25°C |
Appearance | White crystal |
Color | White |
Merck | 14,1512 |
BRN | 1211465 |
pKa | pKa 5.38 (Uncertain) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Sensitive | Light Sensitive |
Refractive Index | 1.5480 (estimate) |
MDL | MFCD00017112 |
Physical and Chemical Properties | White crystalline powder. Melting point 57-59 ℃, boiling point 174 ℃(1.06kPa) soluble in dilute acid, alcohol, chloroform, ether and fatty oil, almost insoluble in water. Boiling with water can slowly decompose. |
Use | Mainly used for ultraviolet absorption of cosmetics |
In vitro study | Butamben (500 μM) blocks 90% of the control barium current, and this level is reached within 4 min in PC12 cells. Butamben (100 μM; 2-10 min) increases the inactivation of the fast Na + channels, but not of the slow Na + channels. |
In vivo study | Butamben (0.5-50 mM; the distal portion of the tail was immersed for 2 min) has an S-shape dose-dependent analgesic activity in the radiant heat tail-flick assay of mice. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | DG1530000 |
TSCA | Yes |
HS Code | 29224995 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
biological activity | bustamen (Butyl 4-aminobenzonate) is a long-acting local anesthetic used in the treatment of chronic pain. |
Target | Calcium Channel Sodium Channel |
Use | organic synthesis intermediates. mainly used for ultraviolet absorption in cosmetics |
production method | p-aminobenzoic acid and n-butanol were heated under reflux for 6h in the presence of concentrated sulfuric acid. After completion of the reaction, water was added for vapor distillation to recover n-butanol. The distillate was cooled, and the crude product of n-butyl p-aminobenzoate sulfate was precipitated. The crude product was dissolved in hot water, neutralized with concentrated ammonia water, and n-butyl p-aminobenzoate was precipitated. The yield was 70-72%. |
category | flammable solid |
toxicity grade | high toxicity |
Acute toxicity | intraperitoneal-mouse LD50: 67 mg/kg |
flammability hazard characteristics | |
storage and transportation characteristics | warehouse ventilation and low temperature drying |
extinguishing agent | water, dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |