CAS No.2219-31-0,L-CANAVANINE SULFATE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	2219-31-0
Name:	L-CANAVANINE SULFATE

Formula:	C₅H₁₄N₄O₇S
Molecular Weight:	274.25
Synonyms:	Canavanine sulfate;
EINECS:	218-728-4
Melting Point:	160-165 °C (dec.)
Boiling Point:	431.2 °C at 760 mmHg
Flash Point:	214.6 °C
Solubility:	100 mg/mL in water
Hazard Symbols:	Xn
Risk Codes:	20/21/22-36/37/38
Safety:	36-26
Transport Information:	UN 2811
PSA:	217.43000
LogP:	0.52230

Synthetic route

: 67-56-1
methanol

: 2219-31-0
(-)-canavaninium sulfate

: 142154-80-1
NH2-Cav-OMe dihydrochloride

Conditions

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 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

Conditions	Yield
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.);

...Expand

: 2219-31-0
(-)-canavaninium sulfate

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

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Chemistry

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

Uses

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

Safety Profile

Hazard Codes Harmful Xn
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