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
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 |
|---|---|---|
| Effect of epidural and subarachnoid injections of a 10% butamben suspension. | 1990 May-Jun |
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| Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens. | 2001 Mar |
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| The antinociceptive and histologic effect of sciatic nerve blocks with 5% butamben suspension in rats. | 2002 Mar |
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| Benzoate X receptors alpha and beta are pharmacologically distinct and do not function as xenobiotic receptors. | 2002 Nov 15 |
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| Kv1.1 channels of dorsal root ganglion neurons are inhibited by n-butyl-p-aminobenzoate, a promising anesthetic for the treatment of chronic pain. | 2003 Feb |
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| Analysis of a glucose tetrasaccharide elevated in Pompe disease by stable isotope dilution-electrospray ionization tandem mass spectrometry. | 2003 May 15 |
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| Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003 Oct |
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| Analgesic synergy between topical morphine and butamben in mice. | 2003 Oct |
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| Hydrolysis of angiotensin II receptor blocker prodrug olmesartan medoxomil by human serum albumin and identification of its catalytic active sites. | 2005 Dec |
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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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| The local anesthetic butamben inhibits and accelerates low-voltage activated T-type currents in small sensory neurons. | 2006 Jan |
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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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| High concentrations of morphine sensitize and activate mouse dorsal root ganglia via TRPV1 and TRPA1 receptors. | 2009 Apr 16 |
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| Regional & topical anaesthesia of upper airways. | 2009 Dec |
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| Alveolar osteitis: a comprehensive review of concepts and controversies. | 2010 |
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| New "drug-in cyclodextrin-in deformable liposomes" formulations to improve the therapeutic efficacy of local anaesthetics. | 2010 Aug 16 |
|
| 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
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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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1081501
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3051
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BUTAMBEN
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EFW857872Q
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m2785
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CHEMBL127516
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SUB13138MIG
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3231
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100000092600
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94-25-7
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DB11148
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4245
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128464
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DTXSID7022417
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19861
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
