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CAS No. : | 142-47-2 | MDL No. : | MFCD00013074 |
Formula : | C5H8NNaO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 169.11 | Pubchem ID : | - |
Synonyms : |
Monosodium glutamate;MSG;Sodium glutamate
|
Num. heavy atoms : | 11 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.6 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 5.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 30.46 |
TPSA : | 103.45 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | Yes |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -9.95 cm/s |
Log Po/w (iLOGP) : | -8.98 |
Log Po/w (XLOGP3) : | -3.69 |
Log Po/w (WLOGP) : | -2.07 |
Log Po/w (MLOGP) : | -3.18 |
Log Po/w (SILICOS-IT) : | -1.19 |
Consensus Log Po/w : | -3.82 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | 1.7 |
Solubility : | 8480.0 mg/ml ; 50.1 mol/l |
Class : | Highly soluble |
Log S (Ali) : | 2.11 |
Solubility : | 21600.0 mg/ml ; 127.0 mol/l |
Class : | Highly soluble |
Log S (SILICOS-IT) : | 0.89 |
Solubility : | 1320.0 mg/ml ; 7.83 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.89 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H312-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.67% | at 20 - 40℃; for 3 h; | The molar ratio of raw material methyl laurate and sodium glutamate of 1.8: 0.7 was chosen to mix potassium oxide in a molar ratio of 2: 1And magnesium oxide is a metal oxide catalyst, and the catalyst is added in an amount of 0.05 wtpercent of the total amount of the reactants.The synthesis was prepared according to the one-step synthesis method in Example 1, in which the reaction temperature of the primary mixer was generally controlled at20 to 30 degrees, in particular, a mixer inlet temperature control at 25 degrees, a mixer outlet temperature control at25 degrees; pH maintained at 10. The reaction temperature of the secondary mixer is generally controlled between 30 and 40 degrees. Specifically, the secondary mixingThe feed inlet temperature control 35 degrees, two mixer outlet temperature control at 35 degrees; pH maintained at 13.After the reaction was completed, 0.069percent methanol was separated to obtain lauroyl glutamic acid having an active content of 88.67percentSodium, purity up to 98percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
29.81 g | With sodium hydroxide In water at 0 - 20℃; for 1 h; | In the reaction vessel, sodium glutamate 18.73g (0.11mol), water, 75g, stirring with 1mol / L aqueous sodium hydroxide solution of PH = 8, and slowly added dropwise at 0 28.31g step (1) of the resulting dichloroethane, nitrobenzene chloride solution, was dropwise added to 1mol / L aqueous sodium hydroxide to adjust the PH value of the reaction system was kept PH = 8, the reaction solution changed from white to purple discoloration, the addition was complete 1 hour reaction at room temperature, static layers were separated and the organic layer was extracted twice with water, the combined aqueous layer was acidified with hydrochloric PH = 1, the precipitated crystals were filtered and dried to give N- Nitrobenzoylhydrazone -L- glutamic acid 29.81 g, HPLC purity of 98.43percent, a yield of 99.03percent (with on-nitro benzoic acid). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water at 180℃; for 2h; | 1 DL-PCA zinc salt was synthesized according to the method in Japanese Patent Laid-Open No. 03/168,240. Specifically, DL-pyrrolidone carboxylic acid was reacted with zinc oxide in water at 100° C. for 2 hours and then stirred at room temperature for 5 hours, and the separated crystals were filtered. L-PCA zinc salt was synthesized as follows. In an autoclave, an aqueous solution of sodium L-glutamate monohydrate (61.1 g) was heated to 180° C. for two hours to obtain 50 wt % aqueous solution of sodium pyrrolidonecarboxylate. To 100.0 g (0.33 mol, pH 7.7, optical purity 84%, L/D ratio=92/8) of the 50 wt % aqueous solution of sodium pyrrolidonecarboxylate, 2.7 g of nitric acid (purity 60 wt %) was added to adjust to pH 5.2. 47.6 g (0.17 mol) of zinc sulfate 7-hydrate was dissolved in 34.2 g of water and the resulting solution was added to the aqueous sodium pyrrolidonecarboxylate solution (pH 4.1). This was stirred for 30 min at room temperature (pH 3.7) to obtain crystals, and then filtered. The resulting crystals were washed with water (21.9 g) to obtain 32.0 g (0.09 mol, yield 55%) of zinc pyrrolidonecarboxylate dihydrate. Optical purity was 99.8% (L/D ratio 99.9/0.1). A commercially available zinc salt of glycine (Tokyo Kasei) was used as a standard for comparison. Zinc laurate was synthesized by the following method. 250 mg (1.25 mmoles) of lauric acid was dissolved in 10 ml of ethyl alcohol and, also a 1% ethanolic solution of zinc acetate (Wako Pure Chemicals) was prepared. The 1% zinc acetate (15.1 ml; 0.69 mmole of zinc acetate; 0.55 equivalent to lauric acid) was added to 10 ml of the above-prepared ethanolic solution of lauric acid and the resulting precipitate was filtered. The resulting precipitate was washed with water, ethanol, and acetone and dried in vacuo to give 200 mg of zinc laurate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94.2% | Stage #1: copper(II) sulfate; monosodium glutamate With sodium hydroxide In water at 5℃; for 18h; Heating / reflux; Stage #2: With water | 5 EXAMPLE 5; Preparation of copper glutamate dihydrate from monosodium glutamate Monosodium Glutamate Monohydrate (748.522 g, 4.0 moles) was added to 700 ml of distilled water and the mixture was heated with vigorous stirring until all solids dissolved. To this clear solution was added slowly a solution of copper sulfate pentahydrate (1019.135 g, 4.0 moles) in 900 ml of water with continued heating and stirring. A cooled solution of sodium hydroxide (162.101 g, 4.0 moles) in 400 ml of distilled water was added slowly with continued stirring. A vigorous reaction occurred and a green crystalline precipitate began to form. The mixture was placed in an ice-water bath and stirring was continued. The mixture was stored at 5 C. for 18 hours. The crystals were filtered and the precipitate was dried at 75-80 C. for 8 hours. The product was divided into two portions and each was mixed with 400 ml of water. The mixture was heated with stirring and then filtered. The precipitate was washed with two 100 ml portions of water. The precipitate was dried at 75-80 C. for 8 hours. FTIR in a Potassium Bromide Pellet: Absorption peaks @ about 3313.5(s), 3228.6 (s), 1629.7 (vs), 1573.8 (vs), 1456.2 (w), 1406.0 (s), 1388.7 (s), 1263.3 (m), 1132.1(m), and 758.0 (m) cm-1. (w, weak; m, medium; s, strong; and vs, very strong) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium hydroxide In water at 70 - 75℃; for 2h; | 3 Example 3; Potassium azeloyl glutamyl glicine is prepared by reacting 100 g of Azeloyl dichloride with 33.5 g of glycine and 83.5 g of monosodium glutamate hydrate in 338 g of distilled water. Azeloyl dichloride is added in small portions, to prevent temperature from exceeding 75°C. During the reaction, pH is kept at 9-11 by addition of small portions of 40% potassium hydroxide for a final total of 120 g. After completion of the addition, the mixture is reacted for two hours at approx. 70°C, then pH is adjusted to 7-7.5 with lactic acid. The resulting product has the following characteristics:Appearance at 20°C: Clear liquidColor: Colourless to pale yellowActive substance: Approx. 30% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 70 - 75℃; for 2h; | 2 Example 2; Sodium azeloyl glutamate is prepared by reacting 100 g of azeloyl dichloride with 167 g of monosodium glutamate hydrate dissolved in 341 g of distilled water. Azeloyl dichloride is added in small portions, to prevent temperature from exceeding 75°C. During the reaction, pH is kept at 9-11 by addition of small portions of 30% sodium hydroxide for a final total of 120 g. After completion of the addition, the mixture is reacted for two hours at approx. 70°C, then pH is adjusted to 7-7.5 with lactic acid. The resulting product has the following characteristics:Appearance at 20°C: Clear liquidColor: Colourless to pale yellowActive substance: Approx. 30% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium borohydrid; sodium hydrogencarbonate; benzaldehyde; In methanol; sodium hydroxide; water; toluene; | EXAMPLE 1 (S)-5-Oxo-1-(phenylmethyl)-2-pyrrolidinecarboxylic acid methyl ester L-Glutamic acid, monosodium salt (250 g, 1.33 mol) was added at room temperature to a solution of sodium hydroxide (53.6 g, 1.34 mol) in 550 mL of water. To the resulting solution was added benzaldehyde (142.3 g, 1.34 mol). The mixture was stirred and cooled to 10 C. and sodium borohydride (15.2 g, 0.409 mol) was added in portions, keeping the temperature at 10-15 C. The mixture was stirred for 30 min, and another portion of benzaldehyde (7.5 g, 0.07 mol) was added. After 10 min, a second portion of sodium borohydride (3.7 g, 0.10 mol) was added as before. The mixture was then allowed to stir at room temperature overnight. The solution was washed with methylene chloride (250 mL, discarded), and acidified to pH 3 with 6N HCl. The paste, consisting of N-(phenylmethyl)-L-glutamic acid, was diluted with 500 mL of H2 O and heated to reflux overnight. The resulting solution was cooled to room temperature and extracted with chloroform. The combined extracts were washed with brine, dried over Na2 SO4, and concentrated on a rotary evaporator to give 160 g (55% yield) of (S)-5-oxo-1-(phenylmethyl)-2-pyrrolidinecarboxylic acid as a white solid. The crude (S)-5-oxo-1-(phenylmethyl)-2-pyrrolidinecarboxylic acid (160 g, 0.73 mol) was dissolved in 300 mL of toluene and 550 mL of methanol. To the solution was added 9 mL of conc H2 SO4 and the solution was heated to reflux overnight. The solution was cooled in an ice bath and neutralized to pH 5 with 25% NaOH, followed by adding 50 mL of saturated sodium bicarbonate to bring the solution to pH 7. The methanol was removed on a rotary evaporator and the residue was diluted with 500 mL of water and extracted with methylene chloride. The combined extracts were washed with brine and dried over MgSO4. Evaporation of the solvent afforded 132 g of (S)-5-oxo-1-(phenylmethyl)-2-pyrrolidinecarboxylic acid methyl ester as an oil which was >95% pure by NMR. 1 H NMR (CDCl3) delta 2.0-2.6 (m,4H,CH2 's), 3.68 (s,3 H,CH3), 3.95 (dd, 1 H,J=4,9 Hz, H-4), 4.02 and 5.03 (AB, 2 H,Jgem =16 Hz, CH2 Ph), 7.2-7.4 (m, 5 H, arom). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfuric acid; In water; at 25℃;Product distribution / selectivity; | 100ml of 127g/l <strong>[142-47-2]monosodium glutamate</strong> monohydrate (MSG) aqueous solution was prepared, and 3.4g of sulfuric acid was taken up in a beaker. The quantity of glutamic acid was 0.068 mole and sulfuric acid was 0.034 mole. 46ml of the MSG aqueous solution was taken up, and kept at 25C in a water bath while stirring by a magnetic stirrer, and the sulfuric acid was mixed in a moment to form a rate of supersaturation in the first step of 1.2. After 1.0 minute, the second step supersaturation was applied by adding the remaining MSG aqueous solution of 54 ml to complete crystallization. At that time, the overall rate of supersaturation was 8.0, and crystal form was alpha-form. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With recombinant (His)6-tagged Escherichia coli K12 W3110 γ-glutamylcysteine synthetase; magnesium sulfate; ATP In water at 37℃; for 1h; aq. buffer; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
[0035] Example 1; An aqueous solution of sodium hydroxide (50%, 52 ml) was added to a solution of monosodium (S)-glutamate monohydrate (1 mol) in water (437 ml). The reaction mixture was stirred and the temperature was raised to 35C - 400C. 4-Methoxybenzenechloride (1 mol) was added and the reaction mixture was stirred while the pH and the temperature were monitored (exothermic reaction). The temperature of the reaction mixture was kept between 500C and 80C and in order to keep the pH of the reaction mixture between 8 and 1 1 an aqueous solution of sodium hydroxide (50%) was added portionwise. After 1 hour, the reaction mixture was cooled to a temperature between 200C and 25C, MEK (1000 ml) was added and the pH was adjusted to pH = 1 using a concentrated aqueous hydrochloric acid solution. The organic layer was separated and water was removed by azeotropic distillation until the boiling point of MEK was reached. The residue, i.e. (S)-Lambda/-[(4-methoxy- phenyl)sulfonyl]glutamic acid, was diluted with MEK (860 ml). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | EXAMPLEPreparation of L-Glutamic Acid-N,N-Diacetic Acid Tetrasodium SaltA reaction vessel was initially charged with an approx. 40% by weight solution of 187 g (1.0 mol) of <strong>[142-47-2]L-glutamic acid monosodium salt</strong> monohydrate in 280.5 g of water. To this were added with stirring and without cooling first, within 30 seconds, 100.0 g (1.0 mol) of a 30% by weight aqueous formaldehyde solution and then, within 40 seconds, 27.0 g (1.0 mol) of hydrocyanic acid at ambient temperature. After the addition had ended, the mixture was stirred for a further 5 minutes. Thereafter, no further evolution of heat was detectable and the temperature was 45 C. The resulting mixture was then admixed with stirring and without cooling first, within 70 seconds, with 27.0 g (1.0 mol) of hydrocyanic acid and then, within 160 seconds, with 100.0 g (1.0 mol) of a 30% by weight aqueous formaldehyde solution, in the course of which the temperature rose to about 60 C. After the addition had ended, the mixture was stirred for another about 5 minutes. The resulting about 720 g of a pale yellowish solution were then metered into 489.6 g (3.06 mol) of a 25% by weight sodium hydroxide solution at 25 C. within 1 hour. After the addition had ended, the temperature was 60 C. The mixture was subsequently heated to from 100 to 110 C. until, after about 4 hours, no further evolution of ammonia was detectable. 1100 g of a yellow solution were obtained which, according to HPLC analysis, comprised 330 g of the L-glutamic acid-N,N-diacetic acid tetrasodium salt and hence constituted an about 30% by weight solution of the product. Based on the glutamate used, a yield of 94% was obtained. The proportion of NTA trisodium salt in the solution, determined by means of HPLC, was 0.05% by weight. | |
First, a reaction vessel is charged with 187g (1.0 moles) <strong>[142-47-2]L-glutamic acid monosodium salt</strong> monohydrate in 280.5g water about 40 wt% solution. At room temperature with stirring and without cooling at first, within 30 seconds was added 100.0g (1.0 mole) of 30% by weight aqueous solution of formaldehyde. Then add 27.0g (1.0 mol) of hydrocyanic acid in 40 seconds. After completion of the addition, the mixture was further stirred for 5 minutes. After that, no further heat is detected, the temperature is 45 deg.C. The resulting mixture was first stirred without cooling and mixed within 70 seconds with 27.0g (1.0 mol) of hydrocyanic acid. Then mixed with 100.0g (1.0 mole) of 30% by weight aqueous solution of formaldehyde in 160 seconds. In the process the temperature was raised to 60 deg.C. After completion of the addition, the mixture is stirred for about 5 minutes. Then at 25 deg. C over 1 hour to about 720g amount resulting pale yellow solution was added 489.6g (3.06 moles) of 25 wt% sodium hydroxide solution. After completion of the addition, the temperature is 60 deg.C. The mixture was then heated to 100-110 deg. C for about 4 hours. Afterwards the ammonia formation was no longer detectable. 1100g yellow solution was obtained, according to HPLC analysis, the solution comprises 330gL- glutamic acid -N, N- diacetic acid tetrasodium salt, so the composition of about 30 weight percent of the product solution. Based on the passage glutamate, 94% yield. Determined by HPLC, the solution of the trisodium salt of NTA ratio of not less than 0.05% by weight. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 18; [00208] Synthesis of [Ru(bpy)2(PMe3)GlutH2](PF6)2. 1 10 mg of[Ru(bpy J2(PMe3)CI)PFo were dissolved in 2 mL of acetone. A suspension of 200 mg chloride-containing anionic exchange resin DOWEX 2x8 was added, and stirred during 10 minutes. The resulting [Ru(bpy)2(PMe3)Cl]Cl solution was filtered. 500 mg of <strong>[142-47-2]monosodium glutamate</strong> and 4.4 mL of NaOH IM were added, and heated during 3 hours. 1 mL of saturated KPFO was added, and the resulting precipitate was discarded. The solution was cooled to 0 0C and acidified with HCl 5M to pH2. [Ru(bpy)2(PMe3)GlutH2](PF6)2 precipitates upon addition of excess of KPFO. The yelowish-orange solid is washed three times with cold water and dried. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50 g | Stage #1: monosodium glutamate; 2-ethylhexanoic acid chloride With sodium hydroxide In water; acetone at 10℃; Stage #2: With sulfuric acid In methanol for 9h; Reflux; Stage #3: N-butylamine In toluene at 90℃; for 10h; | 1 N-2-ethylhexanoyl-L-glutamic acid dibutylamide synthesis method: L-sodium glutamate monohydrate (110 g) was dissolved in water (140 g) and 25% aqueous sodium hydroxide solution (84 g), and the mixture was cooled to 10° C. Acetone (110 g) was added, and 2-ethylhexanoyl chloride (87 g) and 25% aqueous sodium hydroxide solution (84 g) were added dropwise. The acylation reaction mixture was diluted with water (100 g), and neutralized with 75% sulfuric acid (80 g) to separate oil. The aqueous layer was removed, and the oil layer was concentrated under reduced pressure to give an oily substance. The oily substance was dissolved in methanol (742 g), 75% sulfuric acid (7.9 g) was added and the mixture was refluxed for 9 hr. The reaction mixture was allowed to cool to 35° C., neutralized with n-butylamine (8.8 g) and methanol was evaporated to give an oily substance. To the oily substance were added toluene (643 g) and n-butylamine (271 g), and the mixture was stirred with heating at 90° C. for 10 hr. Thereto were added warm water (506 g) and 75% sulfuric acid (165 g) to allow for oil separation and the aqueous layer was removed. To the oil layer was added warm water (1200 g), the solvent was removed under normal pressure to give a white solid slurry liquid. The solid was filtered, recrystallized from methanol-acetone mixed solvent, filtered, and dried in vacuo at 50° C. to give N-2-ethylhexanoyl-L-glutamic acid dibutylamide (50 g). NMR: 1H-NMR peak (CDCl3) δ:0.85-0.95 (m, 12H), 1.25-1.62 (m, 16H), 1.98-2.10 (m, 3H), 2.26-2.33 (m, 1H), 2.42-2.50 (m, 1H), 3.22-3.29 (m, 4H), 4.30-4.36 (m, 1H), 5.97 (br, 1H), 6.91 (br, 1H), 7.12 (br, 1H) melting point: 200° C. DL form ratio (D form/L form (weight/weight)): 0/100 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90.56% | With magnesium oxide; potassium oxide; at 20 - 40℃; for 3h;pH 9 - 12; | The molar ratio of methyl palmitate and <strong>[142-47-2]monosodium glutamate</strong> is 1.8: 1,To mix a 2: 1 molar ratio of potassium oxideAnd magnesium oxide is a metal oxide catalyst,The catalyst was added in an amount of 0.08% by weight of the total amount of reactants.Prepared according to the one-step synthetic method of Example 1,among them,The primary mixer's reaction temperature is generally controlled between 20 and 30 degrees,specific,A mixer inlet temperature control at 25 degrees,A mixer outlet temperature control at 30 degrees;The pH is maintained at 9.The reaction temperature of the secondary mixer is generally controlled between 30 and 40 degrees,specific,Two mixer inlet temperature control at 35 degrees,Two mixer outlet temperature control at 40 degrees;The pH is maintained at 12.After the reaction,After isolating 0.085% methanol,Get the active content of 90.56% sodium palmitoyl glutamate,Purity up to 98%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.67% | With magnesium oxide; potassium oxide; at 20 - 40℃; for 3h;pH 10 - 13; | Choose raw materials methyl laurateAnd sodium glutamate molar ratio of 1.8: 0.7,To mix the molar ratio of 2:1 mixture of potassium oxide and magnesium oxide is a metal oxide catalyst,The catalyst was added in an amount of 0.05% by weight of the total amount of reactants.Prepared according to the one-step synthetic method of Example 1,among them,The primary mixer's reaction temperature is generally controlled between 20 and 30 degrees,specific,A mixer inlet temperature control at 25 degrees,A mixer outlet temperature control at 25 degrees;The pH is maintained at 10.The reaction temperature of the secondary mixer is generally controlled between 30 and 40 degrees,specific,Two mixer inlet temperature control 35 degrees,Two mixer outlet temperature control at 35 degrees;The pH is maintained at 13.After the reaction,After isolating 0.069% methanol,Get active content of 88.67% sodium lauroyl glutamate,Purity up to 98%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.67% | With magnesium oxide; potassium oxide; at 20 - 40℃; for 3h;pH 10 - 13; | The molar ratio of raw material methyl laurate and sodium glutamate of 1.8: 0.7 was chosen to mix potassium oxide in a molar ratio of 2: 1And magnesium oxide is a metal oxide catalyst, and the catalyst is added in an amount of 0.05 wtpercent of the total amount of the reactants.The synthesis was prepared according to the one-step synthesis method in Example 1, in which the reaction temperature of the primary mixer was generally controlled at20 to 30 degrees, in particular, a mixer inlet temperature control at 25 degrees, a mixer outlet temperature control at25 degrees; pH maintained at 10. The reaction temperature of the secondary mixer is generally controlled between 30 and 40 degrees. Specifically, the secondary mixingThe feed inlet temperature control 35 degrees, two mixer outlet temperature control at 35 degrees; pH maintained at 13.After the reaction was completed, 0.069percent methanol was separated to obtain lauroyl glutamic acid having an active content of 88.67percentSodium, purity up to 98percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82 mg | In water; at 30℃; for 72h; | OMPs include two chemical entities: rubropunctatin (1) and monascorubrin(2), which have similar structural character and physicochemicalproperty [18,27]. According to Fig. 1B, monascorubrin (2) waschosen as target reactant for study. Monascorubrin (2) (0.1 g,0.26 mmol) in ethanol (35 mL) and primary amine ((NH4)2SO4 or<strong>[142-47-2]monosodium glutamate</strong>; 0.52 mmol) in water (pH 7, 15 mL) were mixed,which was stirred at 30 C for 72 h until monascorubrin was consumedcompletely (monitored by thin-layer chromatography (TLC), developingsolvent: chloroform/methanol/water 56/10/0.9). The reactionmixture was concentrated by a rotary evaporator.After evaporation of solvent, the solid residue including (NH4)2SO4was redissolved by ethyl acetate/water (1/1, V/V; 50 mL). The mixturewas transferred into a 150 mL separating funnel and an ethyl acetate layer containing monascorubramine (5) was then separated. The ethylacetate layer was concentrated in a rotary evaporator under vacuum toafford the crude product. Recrystallization of the crude pigment fromethanol yielded red needles 5 (91 mg). The purified monascorubramine(5) was further identified by MS and NMR analysis. |
Tags: 142-47-2 synthesis path| 142-47-2 SDS| 142-47-2 COA| 142-47-2 purity| 142-47-2 application| 142-47-2 NMR| 142-47-2 COA| 142-47-2 structure
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P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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