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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8NO3.Na
Molecular Weight 201.1548
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEDOBEN SODIUM

SMILES

CC(=Nc1ccc(cc1)C(=O)O)[O-].[Na+]

InChI

InChIKey=QCTHGBUDZUJILN-UHFFFAOYSA-M
InChI=1S/C9H9NO3.Na/c1-6(11)10-8-4-2-7(3-5-8)9(12)13;/h2-5H,1H3,(H,10,11)(H,12,13);/q;+1/p-1

HIDE SMILES / InChI

Description
Curator's Comment:: https://www.ncbi.nlm.nih.gov/pubmed/2431857

Acedoben (4-acetamidobenzoic acid) is a benzoic acid derivative and a metabolite of benzocaine. It is a component of immunomodulatory drug inosine pranobex, which is used to treat mucocutaneous infections due to herpes simplex virus (type 1 and/or type II), genital warts as adjunctive therapy to podophyllin or carbon dioxide laser, and subacute sclerosing panencephalitis.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
IMUNOVIR

Approved Use

Imunovir tablets are indicated in the management of mucocutaneous infections due to herpes simplex virus (type 1 and/or type II), genital warts as adjunctive therapy to podophyllin or carbon dioxide laser, and subacute sclerosing panencephalitis.

Launch Date

437616000000
Primary
IMUNOVIR

Approved Use

Imunovir tablets are indicated in the management of mucocutaneous infections due to herpes simplex virus (type 1 and/or type II), genital warts as adjunctive therapy to podophyllin or carbon dioxide laser, and subacute sclerosing panencephalitis.

Launch Date

437616000000
Primary
IMUNOVIR

Approved Use

Imunovir tablets are indicated in the management of mucocutaneous infections due to herpes simplex virus (type 1 and/or type II), genital warts as adjunctive therapy to podophyllin or carbon dioxide laser, and subacute sclerosing panencephalitis.

Launch Date

437616000000
PubMed

PubMed

TitleDatePubMed
Inosine pranobex. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy.
1986 Nov
Design and synthesis of benzoic acid derivatives as influenza neuraminidase inhibitors using structure-based drug design.
1997 Dec 5
Quantification of benzocaine and its metabolites in channel catfish tissues and fluids by HPLC.
1997 Sep
Ellagic acid inhibited 2-aminofluorene and p-aminobenzoic acid acetylation by mononuclear leucocytes from Sprague-Dawley rats.
2001
[Quantitative assay of metabolic rate of para-aminobenzoic acid combining glycine for the assessment of rabbit liver function].
2001 Aug
Effects of the butylated hydroxyanisole and butylated hydroxytoluene on the DNA adduct formation and arylamines N-acetyltransferase activity in human colon tumor cells.
2001 Mar-Apr
Contribution of hydrogen bonding to protein stability estimated from isotope effects.
2002 Feb 19
Effects of butylated hydroxyanisole and butylated hydroxytoluene on DNA adduct formation and arylamine N-acetyltransferase activity in human bladder tumour cells.
2002 Jan-Feb
Toxicology and carcinogenesis studies of p-nitrotoluene (CAS no. 99-99-0) in F344/N rats and B6C3F(1) mice (feed studies).
2002 May
Metabolites of a blocked chloramphenicol producer.
2003 Jan
PCR and flow cytometric analysis of paclitaxel-inhibited arylamine N-acetyltransferase activity and gene expression in human osteogenic sarcoma cells (U-2 OS).
2004 Jan-Feb
Synthesis and inhibitory activity of benzoic acid and pyridine derivatives on influenza neuraminidase.
2005 Apr 1
Ketoprofen-inhibited N-acetyltransferase activity and gene expression in human colon tumor cells.
2006 Mar-Apr
Separate coding of different gaze directions in the superior temporal sulcus and inferior parietal lobule.
2007 Jan 9
Simultaneous determination of p-aminobenzoic acid and its metabolites in the urine of volunteers, treated with p-aminobenzoic acid sunscreen formulation.
2007 Mar 12
Individual differences in Scanpaths correspond with serotonin transporter genotype and behavioral phenotype in rhesus monkeys (Macaca mulatta).
2009
The human brain in numbers: a linearly scaled-up primate brain.
2009
General intelligence in another primate: individual differences across cognitive task performance in a New World monkey (Saguinus oedipus).
2009 Jun 17
Prognostic value of N-terminal pro-brain natriuretic peptide in elderly people with acute myocardial infarction: prospective observational study.
2009 May 6
Rhesus monkeys' valuation of vocalizations during a free-choice task.
2009 Nov 18
Striatal BOLD Response Reflects the Impact of Herd Information on Financial Decisions.
2010
Following gaze: gaze-following behavior as a window into social cognition.
2010
Coordinated scaling of cortical and cerebellar numbers of neurons.
2010
Regioselective carboxylation of catechol by 3,4-dihydroxybenzoate decarboxylase of Enterobacter cloacae P.
2010 May
Immunomodulatory effects of inosine pranobex on cytokine production by human lymphocytes.
2015 Jun
Patents

Sample Use Guides

Mucocutaneous herpes simplex: 1 g q.d.s. (4g daily), for 7 -14 days. Genital warts: 1g t.d.s. (3g daily), for 14-28 days as adjunctive therapy to podophyllin or carbon dioxide laser. Subacute sclerosing panencephalitis (SSPE): 50-100mg/kg daily, in divided does every 4 hours.
Route of Administration: Oral
In Vitro Use Guide
Inosine pranobex has been shown to stimulate various indices of metabolic activity of macrophages and monocytes. In vitro exposure to inosine pranobex or to 24-hour supernatants obtained from mononuclear cells pretreated with the drug restored chemotaxis to normal or near normal levels. Incubation with inosine pranobex in vitro stimulated the production of interleukin-l (lymphocyte activating factor) in human monocytes.
Name Type Language
ACEDOBEN SODIUM
WHO-DD  
Common Name English
SODIUM 4-ACETAMIDOBENZOATE
Systematic Name English
BENZOIC ACID, 4-(ACETYLAMINO)-, SODIUM SALT (1:1)
Common Name English
SODIUM P-ACETAMIDOBENZOATE
Common Name English
ACEDOBEN SODIUM [WHO-DD]
Common Name English
BENZOIC ACID, 4-(ACETYLAMINO)-, SODIUM SALT
Common Name English
SODIUM P-ACETYLAMINOBENZOATE
Common Name English
Code System Code Type Description
DRUG BANK
DBSALT002366
Created by admin on Sat Jun 26 05:11:34 UTC 2021 , Edited by admin on Sat Jun 26 05:11:34 UTC 2021
PRIMARY
PUBCHEM
23681162
Created by admin on Sat Jun 26 05:11:34 UTC 2021 , Edited by admin on Sat Jun 26 05:11:34 UTC 2021
PRIMARY
EPA CompTox
29305-16-6
Created by admin on Sat Jun 26 05:11:34 UTC 2021 , Edited by admin on Sat Jun 26 05:11:34 UTC 2021
PRIMARY
FDA UNII
IO8823D6X7
Created by admin on Sat Jun 26 05:11:34 UTC 2021 , Edited by admin on Sat Jun 26 05:11:34 UTC 2021
PRIMARY
CAS
29305-16-6
Created by admin on Sat Jun 26 05:11:34 UTC 2021 , Edited by admin on Sat Jun 26 05:11:34 UTC 2021
PRIMARY