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L(+)-Arginine(CAS No. 74-79-3)

L(+)-Arginine C6H14N4O2 (cas 74-79-3) Molecular Structure

74-79-3 Structure

Identification and Related Records

【Name】
L(+)-Arginine
【CAS Registry number】
74-79-3
【Synonyms】
Arginine,L- (8CI)
(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid
Arginine
L-Arg
L-Norvaline,5-[(aminoiminomethyl)amino]-
L-Ornithine, N5-(aminoiminomethyl)-
L-a-Amino-d-guanidinovalericacid
NSC 206269
Pentanoic acid, 2-amino-5-[(aminoiminomethyl)amino]-, (S)-
H-Arg-OH
L-Arginine (Base)
【EINECS(EC#)】
200-811-1
【Molecular Formula】
C6H14N4O2 (Products with the same molecular formula)
【Molecular Weight】
174.2
【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-/m0/s1
【InChIKey】
ODKSFYDXXFIFQN-SCSAIBSYSA-N
【Canonical SMILES】
C(CC(C(=O)O)N)CN=C(N)N
【Isomers smiles】
C(C[C@@H](C(=O)O)N)CN=C(N)N
【MOL File】
74-79-3.mol

Chemical and Physical Properties

【Appearance】
white crystalline powder
【Density】
1.46 g/cm3
【Melting Point】
223-224℃
【Boiling Point】
409.1 °C at 760 mmHg
【Refractive Index】
27 ° (C=8, 6mol/L HCl)
【Flash Point】
201.2 °C
【Alpha】
27.1 o (C=8, 6N HCL)
【Water】
148.7 g/L (20℃)
【Solubilities】
148.7 g/L (20 oC) in water
【Color/Form】
Prisms containing 2 mol H2O from water; anhydrous monoclinic plates from 66% alcohol
【Stability】
Stable. Incompatible with strong oxidizing agents.
【HS Code】
29252000
【Storage temp】
Store at 0-5
【Spectral properties】
Specific optical rotation: +26.9 deg @ 20 deg C/C (c= 1.65 in 6.0 N hydrochloric acid)
SADTLER REFERENCE NUMBER: 13418 (IR, PRISM)
MS: NIST 76360 (NIST/EPA/MCDC Mass Spectral Database 1990 version)
UV: HBCP 205
【Computed Properties】
Molecular Weight:174.20096 [g/mol]
Molecular Formula:C6H14N4O2
XLogP3:-4.2
H-Bond Donor:4
H-Bond Acceptor:4
Rotatable Bond Count:5
Tautomer Count:2
Exact Mass:174.111676
MonoIsotopic Mass:174.111676
Topological Polar Surface Area:128
Heavy Atom Count:12
Formal Charge:0
Complexity:176
Isotope Atom Count:0
Defined Atom Stereocenter Count:1
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Feature 3D Donor Count:3
Feature 3D Anion Count:1
Feature 3D Cation Count:2
Effective Rotor Count:5
Conformer Sampling RMSD:0.6
CID Conformer Count:96

Safety and Handling

【Hazard Codes】
Xn: Harmful;
【Risk Statements】
R36
【Safety Statements 】
S24/25
【HazardClass】
IRRITANT
【Safety】

Hazard Codes:?Xn
Risk Statements: 36-36/37/38-20/21/22?
R36: Irritating to 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: 24/25-36-26?
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
F: 10-23
HazardClass: IRRITANT
HS Code: 29252000
Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

【Sensitive】
Air Sensitive
【Formulations/Preparations】
Occurring naturally in the L(+) form. Available as the glutamate and hydrochloride.
【Exposure Standards and Regulations】
L-Arginine is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.
【Specification】

??L-Arginine (CAS NO.74-79-3) is also named as?(S)-2-Amino-5-((aminoiminomethyl)amino)pentanoic acid ; 1-Amino-4-guanidovaleric acid ; 4-04-00-02648 (Beilstein Handbook Reference) ; AI3-24165 ; Arginina ; Arginina [INN-Spanish] ; Arginine ; Arginine (VAN) ; Argininum ; Argininum [INN-Latin] ; BRN 1725413 ; CCRIS 3609 ; HSDB 1429 ; L-(+)-Arginine ; L-Norvaline, 5-((aminoiminomethyl)amino)- ; L-Ornithine, N5-(aminoiminomethyl)- ; L-alpha-Amino-delta-guanidinovaleric acid ; NSC 206269 ; Pentanoic acid, 2-amino-5-((aminoiminomethyl)amino)-, (S)- ; UNII-94ZLA3W45F?.?It is?white crystalline powder. In mammals,?L-Arginine is classified as a semiessential or conditionally essential amino acid, depending on the developmental stage and health status of the individual.

【Octanol/Water Partition Coefficient】
log Kow = -4.20
【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

An essential amino acid for human development; precursor for nitric oxide; Isolation from etiolated lupine seedlings: E. Schulze, E. Steiger, Ber 19, 1177 (1886)
It is precipitated as the flavinate from gelatin hydrolyzate in industry.
L-ARGININE MAY BE OBTAINED FROM L-ORNITHINE & CYANAMIDE IN AQ SOLN IN PRESENCE OF SOME BA(OH)2: SCHULZE, WINTERSTEIN, BER 32, 3191 (1899); Z PHYSIOL CHEM 34, 134 (1902).
【Usage】

Biochemical research, medicine, pharmaceuticals, dietary supplement.

Biomedical Effects and Toxicity

【Therapeutic Uses】
EXPTL USE: IN MICE, L-ARGININE-HCL HAD AN INHIBITORY EFFECT ON MURINE SARCOMA VIRUS-MOLONEY & C3H BREAST ADENOCARCINOMA TUMOR SYSTEMS.
EXPTL USE: EXPTL DIETS GIVEN 10 DAYS AFTER WALKER 256 CARCINOSARCOMA CELLS INOCULATED INTO RATS, RESULTED IN LOWER TUMOR WEIGHTS.
EXPTL USE: L-ARGININE-HCL INCR IN VITRO MOTILITY IN SPECIMENS OF HUMAN SEMEN EXHIBITING SUBNORMAL MOTILITY. EFFECT WAS DOSE DEPENDENT.
EXPTL USE: ARGININE (1% IN DIET) GIVEN TO RATS INCR THYMIC SIZE & PREVENTED THYMIC INVOLUTION WHICH OCCURS WITH INJURY. ARGININE PROMOTED WOUND HEALING IN RATS.
AMMONIA DETOXICANT (HEPATIC FAILURE)
DIETARY SUPPLEMENTS

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