4-(Aminomethyl)benzoic acid
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4-(Aminomethyl)benzoic acid
structure -
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CAS No:
56-91-7
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Formula:
C8H9NO2
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Chemical Name:
4-(Aminomethyl)benzoic acid
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Synonyms:
Benzoic acid,4-(aminomethyl)-;p-Toluic acid,α-amino-;4-(Aminomethyl)benzoic acid;p-(Aminomethyl)benzoic acid;Benzylamine-4-carboxylic acid;PAMBA;α-Amino-p-toluic acid;4-Carboxybenzylamine;Gumbix;Styptopur;p-Carboxybenzylamine;NSC 41629
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CAS No:
Description
4-(Aminomethyl)benzoic acid is an unnatural amino acid derivative, is an antifibrinolytic.
Aminomethylbenzoic acid is a member of benzoic acids.|Aminomethylbenzoic acid may be useful as an antifibrinolytic agent.
4-(Aminomethyl)benzoic acid Basic Attributes
151.16
151.16
1100606
200-297-9
68WG9JKC7L
41629
DTXSID20204568
B - Blood and blood forming organs
2922499990
Characteristics
63.3
-1.6
White to almost white Powder
1.2±0.1 g/cm3
346 °C @ Solvent: Water
323.1°C at 760 mmHg
149.2±23.2 °C
1.598
Slightly soluble in water. Insoluble in ethanol, benzene and chloroform.
Store at 0-5°C
Safety Information
NONH for all modes of transport
3
36/37/38
26-36-37/39-26,37/39
Xi
Stable. Incompatible with strong oxidizing agents.
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (97.83%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Agents that prevent fibrinolysis or lysis of a blood clot or thrombus. Several endogenous antiplasmins are known. The drugs are used to control massive hemorrhage and in other coagulation disorders. (See all compounds classified as Antifibrinolytic Agents.)|Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). (See all compounds classified as Protease Inhibitors.)
4-aminomethylbenzoic acid
4-(Aminomethyl)benzoic acid Use and Manufacturing
A mixture of 4-cyano benzoic acid (500 g, 3.4 mol) and Raney Nickel (100 g) in methanol (5 L) was hydrogenated at a pressure of 10 kg for 16 h. The catalyst was removed by filtration, followed by the removal of the solvent under reduced pressure to afford 4-(aminomethyl)benzoic acid (430 g, 84percent) as a white solid.62 g of methyl 4-hydroxyiminomethylbenzoate obtained as above, 600 g of water, 55.4 g (4.0 eq) of sodium hydroxide and 4.5 g of 5 wt percent Pd/C (wet 50percent water) were placed in a 1 L autoclave, and the reaction was carried out under conditions of a hydrogen pressure of 10 kg/cm2) adding methyl 4-aminomethylbenzoate to the concentrated sulfuric acid solution, The molar ratio of sulfuric acid to 4-aminomethylalkyl benzoate is 1:1.The reaction was stirred at 50 ° C for 1.5 h, and after the reaction was completed, it was cooled to room temperature.Add water (the amount of water is 20 times the amount of methyl 4-aminomethylbenzoate), then add sodium hydroxide solution dropwise to the solution to make the solution alkaline.There is a lot of solids to precipitate, filter, wash, And dried to give a white solid aminomethylbenzoic acid.2) adding ethyl 4-aminomethylbenzoate to the concentrated sulfuric acid solution, The molar ratio of sulfuric acid to 4-aminomethylalkyl benzoate is 2:1, The reaction was stirred at 80 ° C for 1 h, and after completion of the reaction, it was cooled to room temperature.Add water (the amount of water is 20 times the amount of methyl 4-aminomethylbenzoate), then add ammonia water dropwise to the solution to make the solution alkaline.There is a lot of solids to precipitate, filter, wash, Drying gave a white solid aminotoluic acid.
4-(Aminomethyl)benzoic Acid is a type 2 antifibrinolytic agent.
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Computed Properties
Molecular Weight:151.16
XLogP3:-1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:151.063328530
Monoisotopic Mass:151.063328530
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Its stereo configuration is similar to that of lysine, and it can competitively inhibit the adsorption of plasminogen on the fibrin network, protecting the fibrin from being degraded by plasmin and achieving a hemostatic effect.
Registered Holders
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Shanghai Modern Hasen (Shangqiu) Pharmaceutical Co., Ltd.
Active
China
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Jiangsu Cixing Pharmaceutical Co., Ltd.
Active
China
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Zhangjiagang Shagang Environmental Protection Technology Co., Ltd.
Active
China
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