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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
Structure of BUTAMBEN

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

HIDE SMILES / InChI

Molecular Formula C11H15NO2
Molecular Weight 193.2423
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CETACAINE ANESTHETIC

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.
2001 Mar
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.
2003 Oct
Structural characteristics and crystal polymorphism of three local anaesthetic bases crystal polymorphism of local anaesthetic drugs: part VII.
2005 Jul 14
The block of total and N-type calcium conductance in mouse sensory neurons by the local anesthetic n-butyl-p-aminobenzoate.
2005 Jun
Inhibition of the A-type K+ channels of dorsal root ganglion neurons by the long-duration anesthetic butamben.
2005 Sep
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
The local anesthetic butamben inhibits total and L-type barium currents in PC12 cells.
2008 Jun
Alveolar osteitis: a comprehensive review of concepts and controversies.
2010
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
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
by admin
on Fri Dec 15 15:21:56 GMT 2023
Edited
by admin
on Fri Dec 15 15:21:56 GMT 2023
Record UNII
EFW857872Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUTAMBEN
HSDB   MI   USAN   USP   USP-RS   VANDF  
USAN  
Official Name English
BUTYL PABA
INCI  
INCI  
Official Name English
Butyl aminobenzoate [WHO-DD]
Common Name English
BUTYL P-AMINOBENZOATE
Common Name English
BUTYL AMINOBENZOATE [MART.]
Common Name English
P-AMINOBENZOIC ACID BUTYL ESTER
Common Name English
BUTAMBEN [MI]
Common Name English
BUTYL AMINOBENZOATE
MART.   WHO-DD  
Systematic Name English
BUTAMBEN [HSDB]
Common Name English
ABBOTT-34842 FREE BASE
Code English
BUTAMBEN [VANDF]
Common Name English
BENZOIC ACID, 4-AMINO-, BUTYL ESTER
Common Name English
BUTAMBEN [USP-RS]
Common Name English
BUTAMBEN [USAN]
Common Name English
Butyl 4-aminobenzoate
Systematic Name English
BUTAMBEN [USP MONOGRAPH]
Common Name English
NSC-128464
Code English
BUTYL PABA [INCI]
Common Name English
BUTESIN
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C75086
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-317-1
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
DAILYMED
EFW857872Q
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
RS_ITEM_NUM
1081501
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
DRUG CENTRAL
3051
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
WIKIPEDIA
BUTAMBEN
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
FDA UNII
EFW857872Q
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
MERCK INDEX
m2785
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL127516
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
EVMPD
SUB13138MIG
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
CHEBI
3231
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
SMS_ID
100000092600
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
PUBCHEM
2482
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
CAS
94-25-7
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
DRUG BANK
DB11148
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
HSDB
4245
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
NSC
128464
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID7022417
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY
RXCUI
19861
Created by admin on Fri Dec 15 15:21:56 GMT 2023 , Edited by admin on Fri Dec 15 15:21:56 GMT 2023
PRIMARY RxNorm
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