butyl 4-aminobenzoate
benzoic acid, 4-amino-, butyl ester
 
Notes:
None found
  • BOC Sciences
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      Product(s):
      94-25-7 n-butyl p-aminobenzoate 98%
       
  • Glentham Life Sciences
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      02-51410 BUTYL-para-AMINOBENZOATE
       
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      Product(s):
      A0270 Butyl 4-aminobenzoate >99.0%(GC)(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 94-25-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 202-317-1
FDA UNII: EFW857872Q
Nikkaji Web: J4.698A
Beilstein Number: 1211465
MDL: MFCD00017112
XlogP3: 2.90 (est)
Molecular Weight: 193.24595000
Formula: C11 H15 N O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: yellw powder (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 58.00 °C. @ 760.00 mm Hg
Boiling Point: 325.68 °C. @ 760.00 mm Hg (est)
Flash Point: 364.00 °F. TCC ( 184.60 °C. ) (est)
logP (o/w): 2.870
Soluble in:
 water, 167.6 mg/L @ 25 °C (est)
 water, 335 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: not used anymore
uv absorbers
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Suppliers:
BOC Sciences
For experimental / research use only.
n-butyl p-aminobenzoate 98%
Glentham Life Sciences
Butyl 4-aminobenzoate
Kingchem Laboratories
p-Butylaminobenzoate
Penta International
BUTYL-para-AMINOBENZOATE
Santa Cruz Biotechnology
For experimental / research use only.
Butyl 4-aminobenzoate ≥99%
TCI AMERICA
For experimental / research use only.
Butyl 4-aminobenzoate >99.0%(GC)(T)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  67 mg/kg
Journal of Medicinal Chemistry. Vol. 17, Pg. 900, 1974.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for butyl 4-aminobenzoate usage levels up to:
 not for fragrance use.
 
Recommendation for butyl 4-aminobenzoate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Daily Med: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 94-25-7
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 2482
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 butyl 4-aminobenzoate
Chemidplus: 0000094257
EPA/NOAA CAMEO: hazardous materials
RTECS: DG1530000 for cas# 94-25-7
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References:
 butyl 4-aminobenzoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 2482
Pubchem (sid): 134971124
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C07875
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2922.49.3700
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•may be applied as dusting powders, undil or dil with sterile talc. they are sol in oil & may be inc in oily soln, ointments, & suppositories. anesthetics of low solubility •grade: nf
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
4-amino-benzoic acid butyl ester
4-aminobenzoic acid butyl ester
p-aminobenzoic acid butyl ester
4-aminobenzoic acid n-butyl ester
p-aminobenzoic acid, butyl ester
 benzoic acid, 4-amino-, butyl ester
 benzoic acid, p-amino-, butyl ester
 butamben
 butesin
 butoform
4-(butoxycarbonyl)aniline
 butyl p-aminobenzoate
N-butyl p-aminobenzoate
 butyl PABA
 butyl-4-aminobenzoate
N-butyl-p-aminobenzoate
 butylcaine
 planoform
 scuroform
 zyljectin
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Articles:
PubMed: Modulation of peripheral Na(+) channels and neuronal firing by n-butyl-p-aminobenzoate.
PubMed: The effect of oral topical anesthesia on the characteristics of voice.
PubMed: Transdermal delivery of butamben using elastic and conventional liposomes.
PubMed: Inhibition of sensory neuronal TRPs contributes to anti-nociception by butamben.
PubMed: Butamben derivatives enhance BMP-2-stimulated commitment of C2C12 cells into osteoblasts with induction of voltage-gated potassium channel expression.
PubMed: New "drug-in cyclodextrin-in deformable liposomes" formulations to improve the therapeutic efficacy of local anaesthetics.
PubMed: On the bioreactivity of triorganotin aminobenzoates. Investigation of trialkyl and triarylyltin(IV) esters of 3-amino and 4-aminobenzoic acids.
PubMed: The local anesthetic butamben inhibits total and L-type barium currents in PC12 cells.
PubMed: The local anesthetic butamben inhibits and accelerates low-voltage activated T-type currents in small sensory neurons.
PubMed: Structural characteristics and crystal polymorphism of three local anaesthetic bases crystal polymorphism of local anaesthetic drugs: part VII.
PubMed: Inhibition of the A-type K+ channels of dorsal root ganglion neurons by the long-duration anesthetic butamben.
PubMed: The block of total and N-type calcium conductance in mouse sensory neurons by the local anesthetic n-butyl-p-aminobenzoate.
PubMed: Analgesic synergy between topical morphine and butamben in mice.
PubMed: Antifolate chemistry: synthesis of 4-[N-[(6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino]benzoic acid via a (propargyl)Co2(CO)6+ complex.
PubMed: Analysis of a glucose tetrasaccharide elevated in Pompe disease by stable isotope dilution-electrospray ionization tandem mass spectrometry.
PubMed: Purification and characterization of PrbA, a new esterase from Enterobacter cloacae hydrolyzing the esters of 4-hydroxybenzoic acid (parabens).
PubMed: Kv1.1 channels of dorsal root ganglion neurons are inhibited by n-butyl-p-aminobenzoate, a promising anesthetic for the treatment of chronic pain.
PubMed: Benzoate X receptors alpha and beta are pharmacologically distinct and do not function as xenobiotic receptors.
PubMed: The antinociceptive and histologic effect of sciatic nerve blocks with 5% butamben suspension in rats.
PubMed: Comparison of epidural butamben to celiac plexus neurolytic block for the treatment of the pain of pancreatic cancer.
PubMed: Diffusion of n-butyl-p-aminobenzoate (BAB), lidocaine and bupivacaine through the human dura-arachnoid mater in vitro.
PubMed: Orientations and locations of local anesthetics benzocaine and butamben in phospholipid membranes as studied by 2H NMR spectroscopy.
PubMed: Identification of a yellow impurity in aged samples of aqueous butamben suspension: evidence for the oxidative degradation of poly(ethylene glycol).
PubMed: Methemoglobinemia induced by topical anesthesia: a case report and review.
PubMed: The long-term effect of epidural administration of butamben suspension on nerve injury-induced allodynia in rats.
PubMed: Particle size determination of a flocculated suspension using a light-scattering particle size analyzer.
PubMed: Nerve blocks with 5% butamben suspension for the treatment of chronic pain syndromes.
PubMed: Partition coefficients (n-octanol/water) of N-butyl-p-aminobenzoate and other local anesthetics measured by reversed-phase high-performance liquid chromatography.
PubMed: Epidural and intrathecal n-butyl-p-aminobenzoate solution in the rat. Comparison with bupivacaine.
PubMed: The local anesthetic, n-butyl-p-aminobenzoate, reduces rat sensory neuron excitability by differential actions on fast and slow Na+ current components.
PubMed: Characterization of site I on human serum albumin: concept about the structure of a drug binding site.
PubMed: Analgesic efficacy of topical butamben picrate.
PubMed: Capillary gas chromatographic method for the determination of n-butyl-p-aminobenzoate and lidocaine in plasma samples.
PubMed: The local anesthetic n-butyl-p-aminobenzoate selectively affects inactivation of fast sodium currents in cultured rat sensory neurons.
PubMed: Formulation factors affecting release of drug from topical vehicles. II. Effect of solubility on in vitro delivery of a series of n-alkyl p-aminobenzoates.
PubMed: Long-lasting epidural sensory blockade by n-butyl-p-aminobenzoate in the terminally ill intractable cancer pain patient.
PubMed: Preliminary study to assay plasma amethocaine concentrations after topical application of a new local anaesthetic cream containing amethocaine.
PubMed: A 'forgotten' topical anaesthetic sensitizer: butyl aminobenzoate.
PubMed: Butyl-p-aminobenzoate. Preparation, characterization and quality control of a suspension injection for epidural analgesia.
PubMed: Long-lasting epidural sensory blockade by n-butyl p-aminobenzoate in the dog: neurotoxic or local anesthetic effect?
PubMed: Effect of epidural and subarachnoid injections of a 10% butamben suspension.
PubMed: Flocculation of suspensions containing nonionic surfactants by sorbitol.
PubMed: Evaluation of anesthetic agents on human mucous membrane: an illustration of experimental protocol using computers.
PubMed: [Clinical evaluation of new toothache drug "LTA"].
PubMed: Topical anesthetics: use and misuse.
PubMed: [Clinical investigation of the action of lidocaine, procaine and butanylcaine].
PubMed: Methemoglobinemia induced by local anesthetics.
PubMed: Controlled drug permeation. II. Comparative permeability and stability of butamben and benzocaine.
PubMed: Controlled drug permeation I: controlled release of butamben through silicone membrane by complexation.
PubMed: Specificity of eczematous hypersensitivity to p-aminobenzoic acid butyl ester (butesin).
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