Butamben picrateProduct ingredient for Butamben
- Name
- Butamben picrate
- Drug Entry
- Butamben
Butamben is a local anesthetic in the form of n-butyl-p-aminobenzoate.1 Its structure corresponds to the standard molecule of a hydrophilic and hydrophobic domain separated by an intermediate ester found in most of the local anesthetics. Due to its very low water solubility, butamben is considered to be suitable only for topical anesthesia. The FDA removed all parenteral butamben products from the market, possibly due to the poor solubility of this drug.5,12
- Accession Number
- DBSALT002681
- Structure
Structure for Butamben picrate (DBSALT002681)
- Synonyms
- butamben hemipicrate / butyl 4-aminobenzoate hemipicrate / butyl 4-aminobenzoate picrate / butyl aminobenzoate picrate
- External IDs
- ABBOTT 34842 / ABBOTT-34842
- UNII
- D4ZFB7ZH5Y
- CAS Number
- 577-48-0
- Weight
- Average: 615.596
Monoisotopic: 615.217656903 - Chemical Formula
- C28H33N5O11
- InChI Key
- ATAGSVCDFKGYPE-UHFFFAOYSA-N
- InChI
- InChI=1S/2C11H15NO2.C6H3N3O7/c2*1-2-3-8-14-11(13)9-4-6-10(12)7-5-9;10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h2*4-7H,2-3,8,12H2,1H3;1-2,10H
- IUPAC Name
- 2,4,6-trinitrophenol; bis(butyl 4-aminobenzoate)
- SMILES
- CCCCOC(=O)C1=CC=C(N)C=C1.CCCCOC(=O)C1=CC=C(N)C=C1.OC1=C(C=C(C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O
- External Links
- KEGG Drug
- D03183
- ChemSpider
- 8136212
- ChEBI
- 86300
- ChEMBL
- CHEMBL3142541
- Predicted Properties
Property Value Source Water Solubility 0.194 mg/mL ALOGPS logP 1.83 ALOGPS logP 1.49 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 2.34 Chemaxon pKa (Strongest Basic) -8.7 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 149.65 Å2 Chemaxon Rotatable Bond Count 13 Chemaxon Refractivity 47 m3·mol-1 Chemaxon Polarizability 16.94 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon