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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 of AMINOMETHYLBENZOIC ACID

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

Molecular Formula C8H9NO2
Molecular Weight 151.1626
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
[Hematuria due to increased urokinase activity. Its successful treatment with p-aminomethylbenzoic acid (PAMBA)].
1965 Oct 8
[Enhancement of bacillus Calmette-Guerin attachment to the bladder wall: experimental study].
2001 Dec
[Clinical study on the efficacy of tranexamic acid in reducing postpartum blood lose: a randomized, comparative, multicenter trial].
2001 Oct
The Cardiovascular Society in the GDR (German Democratic Republic).
2002
Protease inhibitors prevent plasminogen-mediated, but not pemphigus vulgaris-induced, acantholysis in human epidermis.
2003 Feb
Flow-injection chemiluminescence determination of aminomethylbenzoic acid and aminophylline based on N-bromosuccinimide-luminol reaction.
2004 Feb 27
Synthesis and SAR of bis-statine based peptides as BACE 1 inhibitors.
2004 Jul 5
Selective n,n-dibenzylation of primary aliphatic amines with dibenzyl carbonate in the presence of phosphonium salts.
2004 May 28
Novel fragmentation pathway for CID of (b(n) - 1 + Cat)+ ions from model, metal cationized peptides.
2005 Aug
Effect of aromatic ring-containing drugs on carnitine biosynthesis in rats with special regard to p-aminomethylbenzoic acid.
2005 Dec
Activation of vagal afferents in the rat duodenum by protein digests requires PepT1.
2005 Jun
[Clinical investigation on the effect of intravesical instillation of antifibrinolytic agents with bacillus Calmette-Guerin on preventing bladder cancer recurrence].
2005 Nov 15
Collision-induced dissociation of protonated tetrapeptides containing beta-alanine, gamma-aminobutyric acid, epsilon-aminocaproic acid or 4-aminomethylbenzoic acid residues.
2006
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
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
Influence of a 4-aminomethylbenzoic acid residue on competitive fragmentation pathways during collision-induced dissociation of metal-cationized peptides.
2007
Cowpea bruchid Callosobruchus maculatus counteracts dietary protease inhibitors by modulating propeptides of major digestive enzymes.
2007 Jun
Spectrophotometric determination of aminomethylbenzoic acid using sodium 1,2-naphthoquinone-4-sulfonate as the chemical derivative chromogenic reagent.
2007 Mar
Study on enhancement of fibronectin-mediated bacillus Calmette-Guérin attachment to urinary bladder wall in rabbits.
2007 Oct
Substituent effects on the energetics and aromaticity of aminomethylbenzoic acids.
2007 Oct 25
The effect of intravesical instillation of antifibrinolytic agents on bacillus Calmette-Guerin treatment of superficial bladder cancer: a pilot study.
2008 Apr
The effect of intravesical instillation of antifibrinolytic agents on bacillus Calmette-Guerin treatment of superficial bladder cancer: A pilot study.
2008 Jul
Incidence and clinical characteristics of group A rotavirus infections among children admitted to hospital in Kilifi, Kenya.
2008 Jul 22
New spectrophotometric and fluorimetric methods for determination of fluoxetine in pharmaceutical formulations.
2009
Simple spectrophotometric method for determination of paroxetine in tablets using 1,2-naphthoquinone-4-sulphonate as a chromogenic reagent.
2009
Anti-fibrinolytic agents in post partum haemorrhage: a systematic review.
2009 Jul 15
Microbicides development programme: engaging the community in the standard of care debate in a vaginal microbicide trial in Mwanza, Tanzania.
2009 Oct 9
The role of transporters in the pharmacokinetics of orally administered drugs.
2009 Sep
Transport of the photodynamic therapy agent 5-aminolevulinic acid by distinct H+-coupled nutrient carriers coexpressed in the small intestine.
2010 Jan
Simultaneous determination of aminomethylbenzoic acid, cefminox sodium and etamsylate in human urine by capillary electrophoresis.
2010 Jul 1
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
Tranexamic acid for preventing postpartum haemorrhage.
2010 Jul 7
Clinical pancreatology I: Pancreatic medical history.
2010 Nov
Choice of fluids for resuscitation in children with severe infection and shock: systematic review.
2010 Sep 2
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:48:19 UTC 2023
Edited
by admin
on Fri Dec 15 18:48:19 UTC 2023
Record UNII
68WG9JKC7L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMINOMETHYLBENZOIC ACID
MART.   WHO-DD  
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
USP  
Common Name English
4-AMINOMETHYLBENZOIC ACID
Systematic Name English
Classification Tree Code System Code
WHO-VATC QB02AA03
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
WHO-ATC B02AA03
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
Code System Code Type Description
EVMPD
SUB12854MIG
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
WIKIPEDIA
AMINOMETHYLBENZOIC ACID
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
PUBCHEM
65526
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-297-9
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
ChEMBL
CHEMBL328875
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
FDA UNII
68WG9JKC7L
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
CAS
56-91-7
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
EPA CompTox
DTXSID20204568
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
DRUG CENTRAL
22
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
DRUG BANK
DB13244
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
NSC
41629
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
SMS_ID
100000077688
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY
RXCUI
14852
Created by admin on Fri Dec 15 18:48:19 UTC 2023 , Edited by admin on Fri Dec 15 18:48:19 UTC 2023
PRIMARY RxNorm
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
UNSPECIFIED
EP