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L-Canavanine sulfate
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Name

L-Canavanine sulfate

 EINECS 218-728-4
CAS No. 2219-31-0 Density N/A
PSA 217.43000 LogP 0.52230
Solubility 100 mg/mL in water Melting Point 160-165 °C (dec.)
Formula C5H14N4O7S Boiling Point 431.2 °C at 760 mmHg
Molecular Weight 274.25 Flash Point 214.6 °C
Transport Information UN 2811 Appearance N/A
Safety 36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 2219-31-0 (L-CANAVANINE SULFATE) Hazard Symbols HarmfulXn
Synonyms

Canavanine sulfate;

 

L-Canavanine sulfate Synthetic route

67-56-1

methanol

2219-31-0

(-)-canavaninium sulfate

142154-80-1

NH2-Cav-OMe dihydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 18h; Inert atmosphere;99%
17084-13-8

potassium hexafluorophosphate

chloro(2,2':6',2''-terpyridine)platinum(II) chloride dihydrate

2219-31-0

(-)-canavaninium sulfate

{(Pt(2,2':6',2''-terpyridine))2(L-canavanine)}(PF6)3

Conditions
ConditionsYield
In water Pt-complex, the guanidine kept at 40°C, 4d, pH adjusted to ca 9.0 with 1M NaOH, chromy. (cation exchanger CM52; elution: potassium phosphate buffer pH7.0), evapn. (vac.) to conc. vol., satd. aq. soln. of KPF6 added, left at 4°C, red pptn.; filtered, washed (cold MeOH, cold OEt2), elem. anal.;92%

chloro(2,2':6',2''-terpyridine)platinum(II) chloride dihydrate

2219-31-0

(-)-canavaninium sulfate

{Pt(2,2':6',2''-terpyridine)(L-canavanine)}Cl2

{(Pt(2,2':6',2''-terpyridine))2(L-canavanine)}Cl3

Conditions
ConditionsYield
In water Pt-complex, the guanidine in potassium phosphate buffer of pH 8.5 kept at 40°C, 9h, color change from orange to deep red; filtered, evapn. to minimum of vol., chromy. (CM52 cation exchanger; elution with potassium phosphate buffer pH 8.5 first at 4°C, then at room temp.);
2219-31-0

(-)-canavaninium sulfate

Cbz-Cav(N,N-Boc)-OMe

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 18 h / 0 - 20 °C / Inert atmosphere
2: triethylamine / water; tetrahydrofuran / 1 h / 20 °C
3: triethylamine / water; tetrahydrofuran / 18 h / 20 °C
View Scheme
2219-31-0

(-)-canavaninium sulfate

319910-81-1

Cbz-Cav(N,N-Boc)-OH

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / 18 h / 0 - 20 °C / Inert atmosphere
2: triethylamine / water; tetrahydrofuran / 1 h / 20 °C
3: triethylamine / water; tetrahydrofuran / 18 h / 20 °C
4: lithium hydroxide monohydrate; water / tetrahydrofuran / 4 h / 20 °C
View Scheme
2219-31-0

(-)-canavaninium sulfate

WEHI-842

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: thionyl chloride / 18 h / 0 - 20 °C / Inert atmosphere
2.1: triethylamine / water; tetrahydrofuran / 1 h / 20 °C
3.1: triethylamine / water; tetrahydrofuran / 18 h / 20 °C
4.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 4 h / 20 °C
5.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C
5.2: 18 h / 20 °C
6.1: dichloromethane / 18 h / 20 °C
View Scheme
2219-31-0

(-)-canavaninium sulfate

Cbz-Cav(N,N-Boc)-Val-Sta-NH(CH2)2Ph

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: thionyl chloride / 18 h / 0 - 20 °C / Inert atmosphere
2.1: triethylamine / water; tetrahydrofuran / 1 h / 20 °C
3.1: triethylamine / water; tetrahydrofuran / 18 h / 20 °C
4.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 4 h / 20 °C
5.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C
5.2: 18 h / 20 °C
View Scheme
2219-31-0

(-)-canavaninium sulfate

Cbz-Cav-OMe

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 18 h / 0 - 20 °C / Inert atmosphere
2: triethylamine / water; tetrahydrofuran / 1 h / 20 °C
View Scheme

L-Canavanine sulfate Chemical Properties

IUPAC Name: 2-Amino-4-(diaminomethylideneamino)oxybutanoic acid; sulfuric acid
Synonyms: 2-Amino-4-(carbamimidamidooxy)butanoic acid sulfate ; 2-Amino-4-(carbamimidamidooxy)butansäuresulfat ; Acide 2-amino-4-(carbamimidamidooxy)butanoïque sulfate ; Butyric acid, 2-amino-4-(guanidinooxy)-, sulfate, L- ; Homoserine, O-[(aminoiminomethyl)amino]-, sulfate (1:1)
Product Categories: Amino Acids;Biochemistry;Hydroxylamines;Hydroxylamines (N-Substituted);Hydroxylamines (O-Substituted);non-Proteinorganic Amino Acids;Amino Acids;Inhibitors;Nitric Oxide Reagents
CAS NO: 2219-31-0
Molecular Formula of L-Canavanine sulfate (CAS NO.2219-31-0) : C5H14N4O7S
Molecular Weight of L-Canavanine sulfate (CAS NO.2219-31-0) :274.25
Molecular Structure of L-Canavanine sulfate (CAS NO.2219-31-0) :
EINECS: 218-728-4
Flash Point: 300.9 °C
Enthalpy of Vaporization: 93.99 kJ/mol
Boiling Point: 574 °C at 760 mmHg
Vapour Pressure: 1.14E-14 mmHg at 25°C
Melting point: 160-165 °C (dec.)
Storage temp: 2-8°C
Solubility: H2O: 100 mg/mL
Appearance: white powder

L-Canavanine sulfate Uses

 L-Canavanine sulfate (CAS NO.2219-31-0) is a nitric oxide synthase inhibitor.

L-Canavanine sulfate Safety Profile

Hazard Codes HarmfulXn
Risk Statements 20/21/22-36/37/38
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 36-26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR 2811
WGK Germany 3

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