Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H15NO2 |
Molecular Weight | 193.2423 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOC(=O)C1=CC=C(N)C=C1
InChI
InChIKey=IUWVALYLNVXWKX-UHFFFAOYSA-N
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
Molecular Formula | C11H15NO2 |
Molecular Weight | 193.2423 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=89f262a4-a41b-41d7-806b-61b9b89542f0Curator's Comment: description was created based on several sources, including:
https://en.wikipedia.org/wiki/Butamben
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=89f262a4-a41b-41d7-806b-61b9b89542f0
Curator's Comment: description was created based on several sources, including:
https://en.wikipedia.org/wiki/Butamben
Butamben is a local anesthetic. It is the ester of 4-aminobenzoic acid and butanol. It is one of three components in the topical anesthetic Cetacaine. The onset of Cetacaine-produced anesthesia is rapid (approximately 30 seconds) and the duration of anesthesia is typically 30-60 minutes, when used as directed. This effect is due to the rapid onset, but short duration of action of Benzocaine coupled with the slow onset, but extended duration of Tetracaine HCI and bridged by the intermediate action of Butamben.
Approval Year
PubMed
Title | Date | PubMed |
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Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens. | 2001 Mar |
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Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003 Oct |
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Structural characteristics and crystal polymorphism of three local anaesthetic bases crystal polymorphism of local anaesthetic drugs: part VII. | 2005 Jul 14 |
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The block of total and N-type calcium conductance in mouse sensory neurons by the local anesthetic n-butyl-p-aminobenzoate. | 2005 Jun |
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Inhibition of the A-type K+ channels of dorsal root ganglion neurons by the long-duration anesthetic butamben. | 2005 Sep |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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The local anesthetic butamben inhibits total and L-type barium currents in PC12 cells. | 2008 Jun |
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Alveolar osteitis: a comprehensive review of concepts and controversies. | 2010 |
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The evolution of farnesoid X, vitamin D, and pregnane X receptors: insights from the green-spotted pufferfish (Tetraodon nigriviridis) and other non-mammalian species. | 2011 Feb 3 |
Patents
Sample Use Guides
Cetacaine Spray: approximately one second or less for normal anesthesia
Cetacaine Liquid: 200 mg (approximately 0.2 mL) with a cotton applicator or directly to tissue
Cetacaine Gel: 200 mg of gel (a bead approximately 1/4 to 1/2 inches long) by gently depressing the pump
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18499609
Butamben 500 uM reversibly suppressed the total whole-cell barium current by 90% +/- 3% through expressed calcium channel types in PC12 cells, including Cav1.2/L-type channels
Substance Class |
Chemical
Created
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Record UNII |
EFW857872Q
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C245
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C75086
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202-317-1
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EFW857872Q
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BUTAMBEN
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19861
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SALT/SOLVATE -> PARENT |
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY |
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