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

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	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description

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

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Title	Date	PubMed
[Hematuria due to increased urokinase activity. Its successful treatment with p-aminomethylbenzoic acid (PAMBA)].	1965 Oct 8	5898922
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
Activation of vagal afferents in the rat duodenum by protein digests requires PepT1.	2005 Jun	15930458
Collision-induced dissociation of protonated tetrapeptides containing beta-alanine, gamma-aminobutyric acid, epsilon-aminocaproic acid or 4-aminomethylbenzoic acid residues.	2006	17066369

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Patents

Substance Class	Chemical
Record UNII	68WG9JKC7L
Record Status	`Validated (UNII)`
Record Version

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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

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Classification Tree

Code System

Code

Amino acids

WHO-VATC

QB02AA03

Amino acids

WHO-ATC

B02AA03

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Code System

Code

Type

Description

EVMPD

SUB12854MIG

PRIMARY

WIKIPEDIA

AMINOMETHYLBENZOIC ACID

PRIMARY

PUBCHEM

65526

PRIMARY

ECHA (EC/EINECS)

200-297-9

PRIMARY

ChEMBL

CHEMBL328875

PRIMARY

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Related Record

Type

Details


					MVW2TZW37D

4-(Aminomethyl)benzoic acid hydrochloride

SALT/SOLVATE -> PARENT

Amount:

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Related Record

Type

Details


					6T84R30KC1

TRANEXAMIC ACID

PARENT -> IMPURITY

Comments:

UNSPECIFIED

Qualification:

EP

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