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74-79-3

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Identification

Name
L(+)-Arginine
CAS
74-79-3
Synonyms
2-amino-5-guanidinovaleric acid
ARG
ARGININE, L-
FEMA 3819
H-ARG-OH
H-L-ARG-OH
L-2-AMINO-5-GUANIDINOVALERIC ACID
L-ARG
L(+)-ARGININE
L-ARGININE
L-ARGININE BASE
S(+)-2-AMINO-5-[(AMINOIMINOMETHYL)AMINO]PENTANOIC ACID
(S)-2-AMINO-5-GUANIDINOPENTANOIC ACID
S-(+)-ARGININE
5-((aminoiminomethyl)amino)-l-norvalin
L-1-Amino-4-GuanidovalericAcid
l-alpha-amino-delta-guanidinovalericacid
l-alpha-amino-delta-quanidinovalericacid
L-Amino-GuanidovalericAcid
l-arginin
EINECS(EC#)
200-811-1
Molecular Formula
C6H14N4O2
MDL Number
MFCD00002635
Molecular Weight
174.2
MOL File
74-79-3.mol

Chemical Properties

Appearance
White crystalline powder
Melting point 
222 °C (dec.) (lit.)
mp 
222 °C (dec.)(lit.)

alpha 
27.1 º (c=8, 6N HCl)
Boiling point 
305.18°C (rough estimate)
density 
1.2297 (rough estimate)
FEMA 
3819
refractive index 
27 ° (C=8, 6mol/L HCl)
storage temp. 
Store at 0-5
solubility 
H2O: 100 mg/mL

pka
1.82, 8.99, 12.5(at 25℃)
form 
powder

color 
white
Stability:
Stable. Incompatible with strong oxidizing agents.
PH Range
10.5 - 12
PH
10.5-12.0 (25℃, 0.5M in H2O)
optical activity
[α]20/D +27°, c = 8 in 6 M HCl
Water Solubility 
148.7 g/L (20 ºC)
Sensitive 
Air Sensitive
λmax
λ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1
Detection Methods
NMR,Rotation
Merck 
14,780
JECFA Number
1438
BRN 
1725413
InChIKey
ODKSFYDXXFIFQN-BYPYZUCNSA-N
Uses
Amino acid; nutrient.
CAS DataBase Reference
74-79-3(CAS DataBase Reference)
NIST Chemistry Reference
L-Arginine(74-79-3)
EPA Substance Registry System
74-79-3(EPA Substance)

Safety Data

Hazard Codes 
Xn
Risk Statements 
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
Safety Statements 
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
WGK Germany 
3

RTECS 
CF1934200


10-23
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29252000
Hazardous Substances Data
74-79-3(Hazardous Substances Data)
Toxicity
cyt-grh-par 100 mmol/L IJEBA6 24,460,86

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

msds information
L(+)-Arginine(74-79-3).msds

Questions And Answer

Indications and Usage
Odorless, slightly bitter. Easily soluble in water (solubility in 0℃ water is 83g/L, solubility in 50℃ water is 400g/L), very slightly soluble in ethanol, insoluble in ether; pI6.0; loses its 2-molecule water crystal when heated to 105℃, darkens in color at 230℃, disintegrates at 244℃; its aqueous solution has maximum absorption at 205nm (1gε3.28).
L-Arginine is an encoding amino acid in protein synthesis and is one of the 8 essential amino acids in the human body. The body needs it for many different functions. Taking L-Arginine supplements can treat certain diseases such as congestive heart failure and cystitis. L-Arginine can also act as seasoning for nutrient supplements and food additives. L-Arginine can undergo a heat reaction with sugar (amino-carbonyl reaction) to obtain a unique fragrance, GB 2760-2001, an approved food spice. As an amino acid drug, L-Arginine can be used as pharmaceutical raw material and is an important ingredient in amino acid infusions and integrated amino acid preparations. It is also a crucial amino acid in maintaining infant growth and maturation.
Mechanisms of Action
L-Arginine can stimulate the human body to release certain chemicals such as insulin and human growth hormone. It can also clear ammonia in the body and promote the healing of wounds. The human body also needs it to produce sarcosine. Decomposing L-Arginine produces nitric oxide, which can expand blood vessels and increase blood flow. L-Arginine is an intermediate metabolite in the orthinine cycle and promotes the conversion of ammonia to urea, thus lowering the blood concentration of ammonia. L-Arginine is also an important part of sperm protein and can promote spermatogenesis and provide energy for sperm movement. Additionally, intravenous arginine can stimulate the pituitary to release growth hormone and can be used to test pituitary functions.
Adverse reactions
Abdominal pain, diarrhea, gout and bloating. There may also be increased severity in herpes breakouts and increased effects of antihypertensive drugs, resulting in a lower blood pressure than expected, which may cause hypertensive patients to experience dizziness and fainting.
Toxicity Level
Moderate
Acute Toxicity
Reference data: abdominal cavity – large rat LD50: 3793 mg/kg.
Flammability Characteristics
Flammable. Burning produces toxic nitrogen oxide smoke.
Handling
Store in ventilated, cool and dry area.
Extinguishers
Dry powder, foam, sand, carbon dioxide, water mist.

Hazard Information

Chemical Properties
Arginine is a diaminomonocarboxylic acid. The nonessential amino acid, arginine, is a urea cycle amino acid and a precursor for the neurotransmitter nitric oxide, which plays a role in the regulation of the brain’s system of dilation and constriction of small blood vessels. It is strongly alkaline and its water solutions absorb carbon dioxide from the air (FCC, 1996). Functionality in foods includes, but is not limited to, nutrient and dietary supplement
Chemical Properties
White crystalline powder
Occurrence
Reported present in cheese, chocolate, eggs, meat, nuts and other products.
Definition
ChEBI: An L-alpha-amino acid that is the L-isomer of arginine.
Aroma threshold values
Detection at 100%, faint.
Taste threshold values
Taste characteristics at 1000 ppm: hint of sourness.
General Description
L-Arginine is an amino acid that plays a key role in many physiological processes such as tissue repair and reproduction. It is a key precursor for synthesizing nitric oxide in mammals. Due to these factors, the dietary supplementation with L-arginine may show a range of health benefits.

Biochem/physiol Actions
Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.
Safety Profile
Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
Chemical Synthesis
Enzymatically, arginine is formed in two reactions from citrulline. The first reaction (citrulline + succinate) is catalyzed by the enzyme arginosuccinate synthetase. It is ATP dependent and with the formation of a new C–N bond in the gaunidino group of arginosuccinate, water is removed and ATP is hydrolyzed. The second reaction is catalyzed by arginine synthetase and involves the scission of arginosuccinate with the formation of arginine and fumaric acid.
Purification Methods
S-Arginine crystallises from H2O as the dihydrate and as plates from EtOH. It also crystallises from 66% EtOH. Its solubility in H2O is 15% at 21o. Its isoelectric point is at pH 10.76. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 1841 1961, Beilstein 4 IV 817.]

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