4-(Aminomethyl)benzoic acid CAS 56-91-7
Introduction：Basic information about 4-(Aminomethyl)benzoic acid CAS 56-91-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-(Aminomethyl)benzoic acid Basic informationDescription References
| Product Name: | 4-(Aminomethyl)benzoic acid |
| Synonyms: | AMINOMETHYL BENZOIC ACID;H-4-AMB-OH;H-(4)AMBZ-OH;LABOTEST-BB LT00053184;4-CARBOXYBENZYLAMINE;4-(AMINOMETHYL)BENZOIC ACID;RARECHEM AL BW 0005;NH2-CH2-PH(4)-COOH |
| CAS: | 56-91-7 |
| MF: | C8H9NO2 |
| MW: | 151.16 |
| EINECS: | 200-297-9 |
| Product Categories: | Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;Pharmaceutical Raw Materials;CARBOXYLICACID;Acids and Derivatives;Amines and Anilines;56-91-7 |
| Mol File: | 56-91-7.mol |
4-(Aminomethyl)benzoic acid Chemical Properties
| Melting point | ≥300 °C (lit.) |
| Boiling point | 273.17°C (rough estimate) |
| density | 1.2023 (rough estimate) |
| refractive index | 1.5810 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Aqueous Base (Slightly), Water (Slightly, Heated, Sonicated) |
| pka | 3.75±0.10(Predicted) |
| form | Powder |
| color | White to almost white |
| Water Solubility | Slightly soluble in water. Insoluble in ethanol, benzene and chloroform. |
| BRN | 1100606 |
| Stability: | Stable. Incompatible with strong oxidizing agents. |
| Major Application | peptide synthesis |
| InChI | InChI=1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11) |
| InChIKey | QCTBMLYLENLHLA-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC=C(CN)C=C1 |
| CAS DataBase Reference | 56-91-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39-26,37/39 |
| WGK Germany | 3 |
| HS Code | 29224999 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Description | 4-(Aminomethyl)benzoic acid is a organic compound that can serve as a type 2 antifibrinolytic agent used in the treatment of fibrotic skin disorders, such as Peyronie's disease. It is believed that 4-(Aminomethyl)benzoic acid is effective to increase the oxygen uptake at the tissue level and enhance activity of monoamine oxidase, thus to promote the degradation of serotonin, which in excess, may lead to fibrotic changes. It is also administrated by mouth to treat several skin conditions including vitiligo, pemphigus, dermatomyositis, morphea, lymphoblastoma cutis and scleroderma. It is sometimes used in pill form by patients suffering from irritable bowel syndrome to treat the relevant gastrointestinal symptoms and applied in nutritional epidemiological studies to assess the completeness of 24-hour urine collection for the determination of urinary sodium, potassium, or nitrogen levels. Besides, it can also serve as nutritional supplements to darken gray hair, prevent hair loss, make skin look younger and prevent sunburn and its benefits are claimed for people with fatigue, irritability, depression, weeping eczema, scleroderma, patchy pigment loss in skin, and premature grey hair. |
| References | https://en.wikipedia.org/wiki/4-Aminobenzoic_acid https://www.alfa.com/en/catalog/B23519/ https://pubchem.ncbi.nlm.nih.gov/compound/4-aminobenzoic_acid#section=Top http://www.webmd.com/vitamins-supplements/ingredientmono-1004-PABA+PARA-AMINOBENZOIC+ACID+PABA.aspxactiveIngredientId=1004&activeIngredientName=PABA |
| Chemical Properties | white to light yellow crystal powde |
| Uses | 4-(Aminomethyl)benzoic acid acts as an unnatural amino acid derivative. It is also used as a type 2 antifibrinolytic agent. Further, it reacts with 2-methyl-isothiourea sulfate to prepare 4-guanidinomethylbenzoic acid. |
| Uses | 4-(Aminomethyl)benzoic acid (PAMBA) can be used in the synthesis of:
|
| Uses | 4-(Aminomethyl)benzoic Acid is a type 2 antifibrinolytic agent. |
| Definition | ChEBI: Aminomethylbenzoic acid is a member of benzoic acids. |
| reaction suitability | reaction type: solution phase peptide synthesis |
| Synthesis | 619-65-8 56-91-7 General procedure for the synthesis of 4-(aminomethyl)benzoic acid from 4-cyanobenzoic acid: 4-cyanobenzoic acid (500 g, 3.4 mol) was suspended in methanol (5 L) with Raney nickel catalyst (100 g) and subjected to catalytic hydrogenation under hydrogen pressure of 10 kg/cm2 for 16 hours. Upon completion of the reaction, the catalyst was removed by filtration followed by distillation under reduced pressure to remove the solvent methanol, resulting in the white solid product 4-(aminomethyl)benzoic acid (430 g, 84% yield). |
| References | [1] Patent: US2008/51397, 2008, A1. Location in patent: Page/Page column 23 [2] Journal of the Chemical Society, 1944, p. 678 [3] Patent: US4634689, 1987, A |
4-(Aminomethyl)benzoic acid Preparation Products And Raw materials
| Raw materials | 4-Aminobenzoic acid-->4-Bromomethylbenzoic acid-->4-Cyanobenzoic acid-->Potassium benzoate-->4-(Chloromethyl)benzoic acid-->Ethyl 4-(aminomethyl)benzoate-->Methyl 4-(aminomethyl)benzoate-->4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER-->Methanol-->Hydrogen |
| Preparation Products | Tranexamic Acid-->Ethyl 4-(aminomethyl)benzoate-->4-AMINOMETHYLPHENYLACETIC ACID HYDROCHLORIDE-->TERT-BUTYL 4-(BROMOMETHYL)BENZYLCARBAMATE-->(4-AMINOMETHYL-PHENYL)-METHANOL-->4-AMINOMETHYL-BENZAMIDE-->Carbamic acid, N-[[4-(hydroxymethyl)phenyl]methyl]-, 9H-fluoren-9-ylmethyl ester-->Benzamide, 4-(aminomethyl)-N-(2-pyridinylmethyl)--->Aminomethylbenzoic Acid Impurity 2 |
