AMINOMETHYLBENZOIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H9NO2
Molecular Weight	151.1626
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCC1=CC=C(C=C1)C(O)=O

InChI

InChIKey=QCTBMLYLENLHLA-UHFFFAOYSA-N

InChI=1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5298271 | https://www.ncbi.nlm.nih.gov/pubmed/24695090

Aminomethylbenzoic acid (or p-aminomethylbenzoic acid, or PAMBA) an antifibrinolytic agent. This drug has been used for the treatment of internal hemorrhage during chronic disseminated intravascular coagulation.

Approval Year

PubMed

Title	Date	PubMed
[Hematuria due to increased urokinase activity. Its successful treatment with p-aminomethylbenzoic acid (PAMBA)].	1965 Oct 8	5898922
[Enhancement of bacillus Calmette-Guerin attachment to the bladder wall: experimental study].	2001 Dec	16201181
[Clinical study on the efficacy of tranexamic acid in reducing postpartum blood lose: a randomized, comparative, multicenter trial].	2001 Oct	16134519
The Cardiovascular Society in the GDR (German Democratic Republic).	2002	12436747
Protease inhibitors prevent plasminogen-mediated, but not pemphigus vulgaris-induced, acantholysis in human epidermis.	2003 Feb	12675525
Flow-injection chemiluminescence determination of aminomethylbenzoic acid and aminophylline based on N-bromosuccinimide-luminol reaction.	2004 Feb 27	18969337
Synthesis and SAR of bis-statine based peptides as BACE 1 inhibitors.	2004 Jul 5	15177452
Selective n,n-dibenzylation of primary aliphatic amines with dibenzyl carbonate in the presence of phosphonium salts.	2004 May 28	15153031
Novel fragmentation pathway for CID of (b(n) - 1 + Cat)+ ions from model, metal cationized peptides.	2005 Aug	15990332
Effect of aromatic ring-containing drugs on carnitine biosynthesis in rats with special regard to p-aminomethylbenzoic acid.	2005 Dec	16311089
Activation of vagal afferents in the rat duodenum by protein digests requires PepT1.	2005 Jun	15930458
[Clinical investigation on the effect of intravesical instillation of antifibrinolytic agents with bacillus Calmette-Guerin on preventing bladder cancer recurrence].	2005 Nov 15	16318813
Collision-induced dissociation of protonated tetrapeptides containing beta-alanine, gamma-aminobutyric acid, epsilon-aminocaproic acid or 4-aminomethylbenzoic acid residues.	2006	17066369
Severe malnutrition with and without HIV-1 infection in hospitalised children in Kampala, Uganda: differences in clinical features, haematological findings and CD4+ cell counts.	2006 Oct 16	17042940
Radiosynthesis and evaluation of [11C]BTA-1 and [11C]3'-Me-BTA-1 as potential radiotracers for in vivo imaging of beta-amyloid plaques.	2007	18084683
Influence of a 4-aminomethylbenzoic acid residue on competitive fragmentation pathways during collision-induced dissociation of metal-cationized peptides.	2007	17902197
Cowpea bruchid Callosobruchus maculatus counteracts dietary protease inhibitors by modulating propeptides of major digestive enzymes.	2007 Jun	17433072
Spectrophotometric determination of aminomethylbenzoic acid using sodium 1,2-naphthoquinone-4-sulfonate as the chemical derivative chromogenic reagent.	2007 Mar	17110157
Study on enhancement of fibronectin-mediated bacillus Calmette-Guérin attachment to urinary bladder wall in rabbits.	2007 Oct	17665201
Substituent effects on the energetics and aromaticity of aminomethylbenzoic acids.	2007 Oct 25	17914759
The effect of intravesical instillation of antifibrinolytic agents on bacillus Calmette-Guerin treatment of superficial bladder cancer: a pilot study.	2008 Apr	18289576
The effect of intravesical instillation of antifibrinolytic agents on bacillus Calmette-Guerin treatment of superficial bladder cancer: A pilot study.	2008 Jul	19468486
Incidence and clinical characteristics of group A rotavirus infections among children admitted to hospital in Kilifi, Kenya.	2008 Jul 22	18651787
New spectrophotometric and fluorimetric methods for determination of fluoxetine in pharmaceutical formulations.	2009	20107560
Simple spectrophotometric method for determination of paroxetine in tablets using 1,2-naphthoquinone-4-sulphonate as a chromogenic reagent.	2009	20107559
Anti-fibrinolytic agents in post partum haemorrhage: a systematic review.	2009 Jul 15	19604358
Microbicides development programme: engaging the community in the standard of care debate in a vaginal microbicide trial in Mwanza, Tanzania.	2009 Oct 9	19814830
The role of transporters in the pharmacokinetics of orally administered drugs.	2009 Sep	19568696
Transport of the photodynamic therapy agent 5-aminolevulinic acid by distinct H+-coupled nutrient carriers coexpressed in the small intestine.	2010 Jan	19789362
Simultaneous determination of aminomethylbenzoic acid, cefminox sodium and etamsylate in human urine by capillary electrophoresis.	2010 Jul 1	20570576
Tanzanian farmers' knowledge and attitudes to GM biotechnology and the potential use of GM crops to provide improved levels of food security. A Qualitative Study.	2010 Jul 12	20624286
Tranexamic acid for preventing postpartum haemorrhage.	2010 Jul 7	20614466
Clinical pancreatology I: Pancreatic medical history.	2010 Nov	22558556
Choice of fluids for resuscitation in children with severe infection and shock: systematic review.	2010 Sep 2	20813823

Patents

Name

Type

Language

AMINOMETHYLBENZOIC ACID

Systematic Name

English

NSC-41629

Code

English

TRANEXAMIC ACID RELATED COMPOUND D [USP IMPURITY]

Common Name

English

Aminomethylbenzoic acid [WHO-DD]

Common Name

English

PAMBA

Common Name

English

AMINOMETHYLBENZOIC ACID [MART.]

Common Name

English

TRANEXAMIC ACID IMPURITY D [EP IMPURITY]

Common Name

English

TRANEXAMIC ACID RELATED COMPOUND D

Common Name

English

4-AMINOMETHYLBENZOIC ACID

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QB02AA03