Butyl 4-aminobenzoate - CAS 94-25-7
Catalog number:
94-25-7
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C11H15NO2
Molecular Weight:
193.24
COA:
Inquire
Targets:
Others
Description:
Butyl 4-aminobenzoate acts as a long-duration local anesthetic. It aids in treatment of chronic pain. It is also known to induce anti-nociception effects in subjects. It has been listed.
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Purity:
98%
Appearance:
White crystalline powder
Synonyms:
4-(Butoxycarbonyl)aniline;4-Amino-benzoicacibutylester;Benzoic acid, 4-amino-, butyl ester;Benzoic acid, p-amino-, butyl ester;Butesin;Butesine;Butsein;Butyl aminobenzoate N-butyl p-aminobenzoate;Butamben
Solubility:
10 mM in DMSO
Storage:
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
MSDS:
Inquire
Application:
Butyl 4-aminobenzoate acts as a long-duration local anesthetic. It aids in treatment of chronic pain.
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Kilogram to ton
Boiling Point:
173-174 °C | Condition: Press: 8 Torr
Melting Point:
58 °C
Density:
1.078±0.06 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
InChIKey:
IUWVALYLNVXWKX-UHFFFAOYSA-N
InChI:
InChI=1S/C11H15NO2/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7H,2-3,8,12H2,1H3
Canonical SMILES:
CCCCOC(=O)C1=CC=C(C=C1)N
Current Developer:
Butyl 4-aminobenzoate has been listed.
1.Butamben derivatives enhance BMP-2-stimulated commitment of C2C12 cells into osteoblasts with induction of voltage-gated potassium channel expression.
Kim HJ1, Park M, Han YM, Kwon BM, Kim SH. Bioorg Med Chem Lett. 2011 Dec 15;21(24):7363-6. doi: 10.1016/j.bmcl.2011.10.020. Epub 2011 Oct 13.
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 presence of bone morphogenetic protein (BMP)-2 and found that butamben enhanced BMP-2-stimulated induction of alkaline phosphatase, a biomarker of osteoblastogenesis. Investigating the underlying mechanism of its anabolic actions, we found anabolic action of its derivative (compound 4) relies on BMP-2 signaling and mRNA induction of BMPs and voltage-gated potassium channels.
2.Inhibition of sensory neuronal TRPs contributes to anti-nociception by butamben.
Bang S1, Yang TJ, Yoo S, Heo TH, Hwang SW. Neurosci Lett. 2012 Jan 11;506(2):297-302. doi: 10.1016/j.neulet.2011.11.026. Epub 2011 Nov 23.
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 mechanism of action. Its effects on another sensory neuronal channel family, transient receptor potential (TRP) have remained unclear. In this study we attempted to address this question using six sensory neuronal TRP channel-expressing heterologous systems, cultured sensory neurons and TRP-mediated acute animal pain tests. In Ca(2+) imaging and whole cell electrophysiology, TRPA1 and TRPV4 were blocked by micromolar butamben. Butamben also activated TRPA1 at millimolar concentrations. The inhibitory effects on the two TRP channels were reproducible in sensory neurons. Moreover, butamben attenuated acute animal pain behaviors in a TRPA1- or TRPV4-dependent manner. Para-aminobenzoic acid (PABA), an analog of a simpler chemical structure, displayed similar in vitro and in vivo properties, suggestive that chemical structure is important for the two TRP-specificity.
3.The effect of oral topical anesthesia on the characteristics of voice.
Hu A1, Moore JE2, Rose B2, Fort S2, Gracely EJ3, Sataloff RT2. J Voice. 2014 Jan;28(1):92-7. doi: 10.1016/j.jvoice.2013.07.011. Epub 2013 Sep 17.
OBJECTIVES/HYPOTHESIS: Although oral topical anesthesia is used routinely before rigid laryngeal endoscopy, no study has determined whether oral topical anesthesia changes voice quality. Our goal was to determine the effects of topical anesthesia on voice.
4.New "drug-in cyclodextrin-in deformable liposomes" formulations to improve the therapeutic efficacy of local anaesthetics.
Maestrelli F1, González-Rodríguez ML, Rabasco AM, Ghelardini C, Mura P. Int J Pharm. 2010 Aug 16;395(1-2):222-31. doi: 10.1016/j.ijpharm.2010.05.046. Epub 2010 Jun 8.
The combined approach of cyclodextrin complexation and entrapment in liposomes was investigated to develop a topical formulation of local anaesthetics. For both benzocaine (BZC) and butamben (BTM), hydroxypropyl-beta-cyclodextrin (HPbetaCD) was a better partner than betaCD; drug-HPbetaCD coevaporated products showed the best solubility and dissolution properties, and were selected for loading into liposomes. Addition of stearylamine to the phosphatidylcholine-cholesterol mixture of the vesicle bilayer allowed obtainment of deformable liposomes with improved permeation and in vivo drug anaesthetic effect (P<0.05). Double-loaded deformable liposomes were obtained by adding the drug-HPbetaCD complex at its maximum aqueous solubility in the vesicles hydrophilic phase, and the remaining amount up to 1% as free drug in the lipophilic phase. The properties of double-loaded liposomes were compared with those of classic single-loaded ones, obtained by adding 1% free drug in the aqueous or lipophilic phase of the vesicles.
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CAS 94-25-7 Butyl 4-aminobenzoate

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