micropeptin MZ845
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ845 With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ845
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ859
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ859 With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ859
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ939A
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ939A With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ939A
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ925
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ925 With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ925
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ939B
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ939B With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ939B
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ1019
A
D-glyceric acid
B
l-glutamic acid hydrochloride
C
L-arginine hydrochloride
D
N-methyl-L-phenylalanine hydrochloride
E
L-isoleucine hydrochloride
F
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ1019 With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ1019
A
D-glyceric acid
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ771
A
l-glutamic acid hydrochloride
B
L-arginine hydrochloride
C
N-methyl-L-phenylalanine hydrochloride
D
L-isoleucine hydrochloride
E
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: micropeptin MZ771 With Jones reagent In acetone at 0℃; for 0.166667h; Stage #2: With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
micropeptin MZ771
A
L-arginine hydrochloride
B
N-methyl-L-phenylalanine hydrochloride
C
L-isoleucine hydrochloride
D
L-threonine methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 16h; Sealed glass bomb; |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane | |
With hydrogenchloride In 1,4-dioxane |
di-tert-butyl dicarbonate
L-arginine hydrochloride
t-butyloxycarbonyl-L-arginine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 20℃; for 21h; | 92% |
L-arginine hydrochloride
Conditions | Yield |
---|---|
With ammonium bromide In water for 15h; Electrochemical reaction; | 91% |
Conditions | Yield |
---|---|
at 4℃; | 90% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; sodium hydrogencarbonate In 1,4-dioxane; water pH=8.5 - 9.0; | 85% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate | 81% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; sodium hydrogencarbonate In 1,4-dioxane; water pH=8.5 - 9.0; | 80% |
L-arginine hydrochloride
Allyl chloroformate
(S)-2-Allyloxycarbonylamino-5-guanidino-pentanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 0℃; | 79% |
Conditions | Yield |
---|---|
With sodium hydroxide In water; N,N-dimethyl-formamide for 96h; | 77% |
Conditions | Yield |
---|---|
With triethylamine In tetrachloromethane; ethanol; water 1.) -15 deg C, 2 h, 2.) RT, 0.5 h; | 72% |
Conditions | Yield |
---|---|
With NaOH In methanol; water (N2); a mixt. of L-arginine hydrochloride and NaOH in H2O added to a MeOH soln. of salicylaldehyde, refluxed for 1 h, aq. soln. of VOSO4 added, refluxed for 30 min, C12H8N2 in MeOH added, refluxed for 30 min; concd. (vac.), filtered, washed (cold MeOH), dried (vac., P4O10), crystd. from aq. MeOH; elem. anal.; | 72% |
L-arginine hydrochloride
salicylaldehyde
dipyrazine[2,3-f:2’,3’-h]quinoxaline
Conditions | Yield |
---|---|
With NaOH In methanol; water (N2); a mixt. of L-arginine hydrochloride and NaOH in H2O added to a MeOH soln. of salicylaldehyde, refluxed for 1 h, aq. soln. of VOSO4 added, refluxed for 30 min, C14H8N4 in MeOH added, refluxed for 30 min; concd. (vac.), filtered, washed (cold MeOH), dried (vac., P4O10), crystd. from aq. MeOH; elem. anal.; | 68% |
indolyl-3-glyoxylyl chloride
L-arginine hydrochloride
trifluoroacetic acid
Conditions | Yield |
---|---|
Stage #1: indolyl-3-glyoxylyl chloride; L-arginine hydrochloride With perdeuteriopyridine In d7-N,N-dimethylformamide at 20 - 80℃; Stage #2: trifluoroacetic acid In water | 67% |
dipyridil[3,2-a:2',3'-c]phenazine
L-arginine hydrochloride
salicylaldehyde
Conditions | Yield |
---|---|
With NaOH In methanol; water (N2); a mixt. of L-arginine hydrochloride and NaOH in H2O added to a MeOH soln. of salicylaldehyde, refluxed for 1 h, aq. soln. of VOSO4 added, refluxed for 30 min, C18H10N4 in MeOH added, refluxed for 30 min; concd. (vac.), filtered, washed (cold MeOH), dried (vac., P4O10), crystd. from aq. MeOH; elem. anal.; | 65% |
ammonium cerium (IV) nitrate
Pyridine-2,6-dicarboxylic acid
water
L-arginine hydrochloride
Conditions | Yield |
---|---|
Stage #1: ammonium cerium (IV) nitrate; Pyridine-2,6-dicarboxylic acid In methanol for 0.5h; Stage #2: water; L-arginine hydrochloride In methanol | 55% |
7-methoxy-3-dimethylaminomethylen-2,3-dihydro-benzo[3',2':5,6]thiopyran-4(4H)-one
L-arginine hydrochloride
2-(5N-ornithinyl)-8-methoxy-5H-benzo[3',2':5,6]thiopyrano[4,3-d]pyrimidine
Conditions | Yield |
---|---|
Stage #1: L-arginine hydrochloride With sodium ethanolate In ethanol at 20℃; for 0.25h; Stage #2: 7-methoxy-3-dimethylaminomethylen-2,3-dihydro-benzo[3',2':5,6]thiopyran-4(4H)-one In ethanol Heating; Further stages.; | 38% |
Conditions | Yield |
---|---|
Stage #1: L-arginine hydrochloride; 3,8-bis-phenoxycarbamate-ethidium dihydrophosphate With 2,4,6-trimethyl-pyridine In dimethyl sulfoxide at 90℃; for 1h; Stage #2: trifluoroacetic acid In water; acetonitrile | 31% |
Stage #1: L-arginine hydrochloride; 3,8-bis-phenoxycarbamate-ethidium dihydrophosphate With 2,4,6-trimethyl-pyridine In water; dimethyl sulfoxide at 90℃; for 1h; Stage #2: trifluoroacetic acid In water; acetonitrile | 31% |
Conditions | Yield |
---|---|
With NaOH In water soln. of Cu salt added to a soln. of the acid hydrochloride, pH adjusted to 6.5 with NaOH, standing at room temp., crystn.; collected, dried; | 28% |
Conditions | Yield |
---|---|
With thionyl chloride |
Conditions | Yield |
---|---|
In dimethyl sulfoxide |
Conditions | Yield |
---|---|
In dimethyl sulfoxide |
Conditions | Yield |
---|---|
(i) CuCO3, H2O, (ii) /BRN= 3560091/; Multistep reaction; |
L-arginine hydrochloride
O-methylisourea hemisulfate
Conditions | Yield |
---|---|
With barium dihydroxide |
Conditions | Yield |
---|---|
With sulfuric acid; sulfur trioxide; nitric acid; Nitrogen dioxide | |
With ammonium nitrate; sulfuric acid |
Conditions | Yield |
---|---|
With triethylamine; isobutyl chloroformate Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; phosphoric acid; water at 25 - 37℃; Thermodynamic data; ΔH; aginine deiminase (EC 3.5.3.6) from Pseudomonas putida; var. pH and ionic strength; |
L-arginine hydrochloride
dl-arginine hydrochloride
Conditions | Yield |
---|---|
salicylaldehyde In acetic acid at 100℃; for 1h; | 100 % Turnov. |
L-arginine hydrochloride
R-(-)-(1-(2)H)agmatine sulfate
Conditions | Yield |
---|---|
L-arginine decarboxylase In water-d2 at 36℃; for 40h; | 72 mg |
Multi-step reaction with 4 steps 1: 81 percent / aq. sodium bicarbonate 2: 1) deuterium oxide; 2) acetic anhydride; 3) deuterium oxide / 2) perdeuterio acetic acid, reflux, 2 h; 3) reflux, 30 min 3: hog kidney acylase I 4: 100 mg / 40 h / 36 °C / enzymic decarboxylation with L-arginine decarboxylase View Scheme | |
Multi-step reaction with 4 steps 1: 81 percent / aq. sodium bicarbonate 2: 1) deuterium oxide; 2) acetic anhydride; 3) deuterium oxide / 2) perdeuterio acetic acid, reflux, 2 h; 3) reflux, 30 min 4: 100 mg / 40 h / 36 °C / enzymic decarboxylation with L-arginine decarboxylase View Scheme |
L-arginine hydrochloride
R-(-)-(1-(2)H)agmatine sulfate
Conditions | Yield |
---|---|
With d(3)-acetic acid; sulfuric acid; water-d2; sodium carbonate 2) deuterium oxide, enzymic decarboxylation with L-arginine decarboxylase, 36 deg C, 30-40 h; 2) water; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; phosphoric acid; water at 25 - 37.1℃; Thermodynamic data; ΔH; arginase (EC 3.5.3.1); var. pH and ionic strength; |
L-arginine hydrochloride
4-Isobutoxycarbonyloxy-4-oxo-butyric acid (3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxo-6H-pyran-3-yl)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
Conditions | Yield |
---|---|
In tetrahydrofuran; methanol at 0℃; for 2h; Yield given; |
1. Introduction of L-ARGININE HCL
L-ARGININE HCL, with the IUPAC Name of 2-Amino-5-(diaminomethylideneamino)pentanoic acid hydrochloride, is one kind of white crystals or crystalline powder. And it belongs to the Product Categories which include chiral; Amino Acid Derivatives; Amino Acids 13C, 2H, 15N; alpha-Amino Acids; Amino Acids; Biochemistry; for Resolution of Acids; Optical Resolution; Synthetic Organic Chemistry; Nutritional Supplements; L-Amino Acids; Amino Acids; Amino Acids, Peptides and Proteins; Life Sciences Standards.
2. Properties of L-ARGININE HCL
L-ARGININE HCL has the following properties: (1)H bond acceptors: 6; (2)H bond donors: 7; (3)Freely Rotating Bonds: 6; (4)Polar Surface Area: 48.38; (5)Index of Refraction: 1.601; (6)Molar Refractivity: 40.69 cm3; (7)Molar Volume: 118.7 cm3; (8)Flash Point: 201.2 °C; (9)Enthalpy of Vaporization: 72.55 kJ/mol; (10)Boiling Point: 409.1 °C at 760 mmHg; (11)Vapour Pressure: 7.7E-08 mmHg at 25°C; (12)Melting point: 226-230 °C(lit.); (13)Alpha : 22 o (c=8,6N HCl); (14)Density: 1.42; (15)Storage temp: 2-8 °C; (16)Solubility : H2O: 100 mg/mL.
3. Structure Descriptors of L-ARGININE HCL
1). SMILES: O=C(O)[C@H](N)CCC/N=C(\N)N
2). InChI: InChI=1/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1
3). InChIKey: ODKSFYDXXFIFQN-SCSAIBSYBP
4). Std. InChI: InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1
5). Std. InChIKey: ODKSFYDXXFIFQN-SCSAIBSYSA-N
4. Use of L-ARGININE HCL
L-ARGININE HCL (CAS NO.1119-34-2) is used as nutritional supplements, pharmaceutical raw materials and food additives.
5. Safety information of L-ARGININE HCL
Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 36/37/39-26-24/25
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 2
RTECS: CF1995500
F: 3-10
HS Code: 29252000
6. Toxicity of L-ARGININE HCL
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | LDLo | intravenous | 3900mg/kg/30M (3900mg/kg) | CARDIAC: OTHER CHANGES BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES | Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 621, 1997. |
rat | LD50 | intraperitoneal | 3793mg/kg (3793mg/kg) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955. |
rat | LD50 | oral | 12gm/kg (12000mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Journal of Pharmaceutical Sciences. Vol. 62, Pg. 49, 1973. |
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