L(+)-Ornithine hydrochloride supplier

Name
L(+)-Ornithine hydrochloride
EINECS 221-678-6
CAS No. 3184-13-2
Article Data6
CAS DataBase
Density 1.57 g/cm³
Solubility H₂O: 100 mg/mL
Melting Point 245 °C
Formula C₅H₁₃ClN₂O₂
Boiling Point 308.7oC at 760 mmHg
Molecular Weight 168.623
Flash Point 140.5oC
Transport Information
Appearance white crystalline powder
Safety 24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms L-Ornithine,monohydrochloride (9CI);Ornithine, monohydrochloride, L- (8CI);L-Ornithine hydrochloride;Ornithine hydrochloride;Ornithine monohydrochloride;L-Ornithine HCL;H-Orn-OH·HCl;L-Ornithine,hydrochloride (1:1);
PSA 89.34000
LogP 1.33980

Synthetic route

: 1119-34-2
L-arginine hydrochloride

A: 3184-13-2
L-ornithine hydrochloride

B: 57-13-6
urea

Conditions

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;

: 26302-89-6
L-ornithine tert-butyl ester

: 3184-13-2
L-ornithine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride Heating;	2.7 mmol

: 271601-28-6
1,1-dimethylethyl 4-cyano-(2S)-[(diphenylmethylene)amino]butanoate

: 3184-13-2
L-ornithine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / aq. citric acid / tetrahydrofuran / 3 h 2: H2 / platinum oxide / acetic acid / 16 h 3: 2.7 mmol / aq. HCl / Heating View Scheme

: 824956-17-4
tert-butyl 2-amino-4-cyanobutanoate

: 3184-13-2
L-ornithine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / platinum oxide / acetic acid / 16 h 2: 2.7 mmol / aq. HCl / Heating View Scheme

: 64-17-5
ethanol

: 3184-13-2
L-ornithine hydrochloride

: 94231-37-5
L-ornithine, ethyl ester, hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0℃; Reflux;	100%

: 103-82-2
phenylacetic acid

: 3184-13-2
L-ornithine hydrochloride

: 952154-79-9
L-ornithine phenylacetate

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With calcium hydroxide In water for 0.5h; Stage #2: phenylacetic acid In water Product distribution / selectivity;	100%
Stage #1: L-ornithine hydrochloride With acetic acid In water at 25 - 40℃; for 72h; Stage #2: phenylacetic acid In water; isopropyl alcohol

: 24424-99-5
di-tert-butyl dicarbonate

: 3184-13-2
L-ornithine hydrochloride

: 1154761-18-8
N,N-di-boc-ornithine

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water for 12h;	99%

: 3184-13-2
L-ornithine hydrochloride

: 42538-31-8
(3S)-3-aminopiperidin-2-one hydrochloride

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With chloro-trimethyl-silane In methanol at 20℃; under 760.051 Torr; for 12h; Stage #2: With sodium ethanolate In methanol; ethanol at 0 - 20℃; under 760.051 Torr; for 0.583333h; enantioselective reaction;	97%
Multi-step reaction with 2 steps 1: SOCl2 / -15 - 20 °C 2: 2.25 mg / Et3N / acetonitrile / 4 h / 20 °C View Scheme
Multi-step reaction with 2 steps 2: 1.) sodium methylate, 2.) hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 3 h / 0 - 55 °C / Large scale 2: sodium carbonate / water / 12 h / 5 - 20 °C / Large scale View Scheme

: 3184-13-2
L-ornithine hydrochloride

: L-ornithine methyl ester hydrochloride

Conditions

Conditions	Yield
In methanol	97%
In methanol	97%

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 3184-13-2
L-ornithine hydrochloride

: 147071-84-9
(S)-5-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-aminopentanoic acid

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With copper diacetate; sodium carbonate for 0.75h; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In 1,4-dioxane; water for 0.75h; Further stages.;	96%

: 24424-99-5
di-tert-butyl dicarbonate

: 3184-13-2
L-ornithine hydrochloride

: 57133-29-6
(S)-2,5-bis((tert-butoxycarbonyl)amino)pentanoic acid

Conditions

Conditions	Yield
With triethylamine In water; acetone at 20℃; for 12h;	96%
With sodium hydroxide In tetrahydrofuran at 20℃; for 3h;	92%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h;	85%
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 60h; pH=9;

: 541-15-1
L-carnitine

: 3184-13-2
L-ornithine hydrochloride

: acetyl L-carnitine L-ornithate dihydrochloride

Conditions

Conditions	Yield
In water at 40℃;	96%

: 3184-13-2
L-ornithine hydrochloride

: 88763-76-2
(R)-(+)-3-Amino-2-piperidinon

Conditions

Conditions	Yield
With thionyl chloride In methanol at -80 - 25℃; for 24.5h;	94.2%
Stage #1: L-ornithine hydrochloride With thionyl chloride In methanol at -45℃; for 1h; Stage #2: In methanol at 20℃; for 19h;	63%

: 3184-13-2
L-ornithine hydrochloride

: 32754-99-7
4-aminobutyronitrile

Conditions

Conditions	Yield
With N-Bromosuccinimide In phosphate buffer; acetonitrile at 20℃; pH=5;	94%

: 26272-90-2
cetyl chloroformate

: 3184-13-2
L-ornithine hydrochloride

: 258875-29-5
Nα,Nδ-bis(hexadecyloxycarbonyl)-L-ornithine

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone for 48h; Acylation;	93.4%

: 64-17-5
ethanol

: 3184-13-2
L-ornithine hydrochloride

: 104-15-4
toluene-4-sulfonic acid

: Toluene-4-sulfonic acid; compound with (S)-2,5-diamino-pentanoic acid ethyl ester

Conditions

Conditions	Yield
for 24h; Heating;	93%

...Expand

: 3184-13-2
L-ornithine hydrochloride

: 501-53-1
benzyl chloroformate

: 2274-58-0
(S)-2,5-bis-(benzyloxycarbonylamino)pentanoic acid

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran at 20℃; Inert atmosphere;	92%
With sodium hydroxide at 0℃; for 1h;	85%
In water at 0℃; for 0.5h;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h; pH=Ca. 10 - 11;	7.1 g
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h; pH=10-11;	7.1 g

: 3184-13-2
L-ornithine hydrochloride

: 1892-22-4, 4077-38-7, 34294-79-6, 88763-76-2
3-aminopiperidin-2-one

Conditions

Conditions	Yield
With aluminum oxide; sodium hydroxide In toluene for 1.5h; Heating;	90%
With aluminum oxide; sodium hydroxide In water; toluene Reflux;

: 24424-99-5
di-tert-butyl dicarbonate

: 6046-93-1
copper(II) acetate monohydrate

: 3184-13-2
L-ornithine hydrochloride

: copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine

Conditions

Conditions	Yield
With sodium hydroxide In water	90%

...Expand

: 62-49-7
choline

: 3184-13-2
L-ornithine hydrochloride

: C5H14NO(1+)*C5H11N2O2(1-)

Conditions

Conditions	Yield
In water at 100℃; for 3h;	85%

: 3184-13-2
L-ornithine hydrochloride

: 501-53-1
benzyl chloroformate

: 3304-51-6
N-carboxybenzyl-L-ornithine

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With copper(II) sulfate; sodium hydroxide for 0.25h; Stage #2: benzyl chloroformate With potassium carbonate	83%
Stage #1: L-ornithine hydrochloride With sodium hydroxide In water Stage #2: With copper(ll) sulfate pentahydrate In water for 0.25h; Stage #3: benzyl chloroformate Further stages;	82%
Stage #1: L-ornithine hydrochloride In water for 0.5h; complexation; Heating; Stage #2: benzyl chloroformate With magnesium oxide In tetrahydrofuran; water at 20℃; for 22h; Acylation; Stage #3: With ethylenediaminetetraacetic acid; sodium hydrogencarbonate In water for 2h; decomplexation; Heating;	58%

: 19506-72-0
benzyl-8-quinolyl carbonate

: 24424-99-5
di-tert-butyl dicarbonate

: 3184-13-2
L-ornithine hydrochloride

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Acylation; Multistep reaction;	82%

...Expand

: 383-63-1
ethyl trifluoroacetate,

: 3184-13-2
L-ornithine hydrochloride

: 863991-44-0
(S)-N,N'-bis(trifluoroacetyl)ornithine

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 48h;	81.03%

: 3184-13-2
L-ornithine hydrochloride

: 53298-29-6
2-methylsulfonyl ethyloxycarbonyl chloride

: 77549-19-0
H-Orn(Msc)-OH

Conditions

Conditions	Yield
With sodium hydroxide; copper(I) sulfate In tetrahydrofuran; water	80%

: 3184-13-2
L-ornithine hydrochloride

: 34294-79-6
(S)-(-)-3-aminopiperidin-2-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water for 1h; Microwave irradiation;	78%
With thionyl chloride In methanol at -78 - 20℃;	77%
Multi-step reaction with 2 steps 1: SOCl2 / 22 h / 0 - 20 °C 2: aq. NaHCO3 / 15 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: HCl gas / 2 h / Heating 2: NaOMe / methanol / 2 h / 20 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 3184-13-2
L-ornithine hydrochloride

: 92235-39-7
3(S)-<(butoxycarbonyl)amino>-2-oxopiperidine

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With hydrogenchloride In methanol at 20℃; for 4.75h; Stage #2: With sodium methylate In methanol at 20℃; for 4h; Stage #3: di-tert-butyl dicarbonate With triethylamine In dichloromethane at 20 - 25℃; for 60h;	78%

: 110-86-1
pyridine

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: cerium(III) nitrate hexahydrate

: 7732-18-5
water

: 3184-13-2
L-ornithine hydrochloride

: 7H2O*C5H5N*C21H9CeN3O12(3-)*3H(1+)*C5H12N2O2

Conditions

Conditions	Yield
Stage #1: Pyridine-2,6-dicarboxylic acid; cerium(III) nitrate hexahydrate In methanol for 0.5h; Stage #2: pyridine; water; L-ornithine hydrochloride In methanol	78%

...Expand

: C14H15N5O2S

: 3184-13-2
L-ornithine hydrochloride

: 1177425-22-7
N-omega-(1,2-dimethylindole-3-sulfonyl)-L-arginine

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With lithium hydroxide monohydrate In water at 30 - 50℃; for 0.5h; Large scale; Stage #2: C14H15N5O2S In water; acetonitrile at 60℃; for 16h; Large scale; Stage #3: With copper(II) chloride monohydrate In water; acetonitrile at 60℃; for 5h; Large scale;	78%

: 3184-13-2
L-ornithine hydrochloride

: 31967-09-6
(3S)-Aminopiperidin-2-one

Conditions

Conditions	Yield
With thionyl chloride In methanol; chloroform	77%
With thionyl chloride In methanol; chloroform; water	69%

: 24424-99-5
di-tert-butyl dicarbonate

: 3184-13-2
L-ornithine hydrochloride

: 13650-49-2
Nδ-(tert-butoxycarbonyl)-L-ornithine

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With copper(II) carbonate In water for 2h; Reflux; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In water; acetone at 20℃;	70%
Yield given. Multistep reaction;
Multistep reaction;

: 31252-85-4
Iodoacetic acid 4-nitrophenyl ester

: 3184-13-2
L-ornithine hydrochloride

: 35748-65-3
(+)-S-2-amino-5-iodoacetamidopentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 4℃; for 5h;	70%

: cobalt(II) chloride hexahydrate

: 4097-89-6
2,2',2''-triaminotriethylamine

: 3184-13-2
L-ornithine hydrochloride

: (tris(2-aminoethyl)amine-ornithine)cobalt(III) trichloride trihydrate

Conditions

Conditions	Yield
With NaOH; H2O2; activated charcoal In water addn. of N(CH2CH2NH2)3, NaOH and activated charcoal to soln. of CoCl26H2O and NH2(CH2)3CH(NH2)COOHHCl in H2O, addn. of 28% H2O2 in small portions over 1 h, addn. of 3.0 M HCl, stirring for 1 h; filtration, dilution of filtrate, chromy., washing with water, elution with 3.0 M HCl, evapn. to dryness, dissolving in min. amt. of hot HCl, addn. of ethanol, crystn. at 5°C, collection, washing with EtOH anddiethyl ether, elem. anal.;	64%

Yield

With NaOH; H2O2; activated charcoal In water addn. of N(CH2CH2NH2)3, NaOH and activated charcoal to soln. of CoCl2*6H2O and NH2(CH2)3CH(NH2)COOH*HCl in H2O, addn. of 28% H2O2 in small portions over 1 h, addn. of 3.0 M HCl, stirring for 1 h; filtration, dilution of filtrate, chromy., washing with water, elution with 3.0 M HCl, evapn. to dryness, dissolving in min. amt. of hot HCl, addn. of ethanol, crystn. at 5°C, collection, washing with EtOH anddiethyl ether, elem. anal.;

64%

...Expand

: 3184-13-2
L-ornithine hydrochloride

: 107-13-1
acrylonitrile

: Nα,Nδ,Nδ-tris(2-cyanoethyl)ornithine hydrochloride

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 20℃; for 24h; Michael addition;	62%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 3184-13-2
L-ornithine hydrochloride

: 1239733-08-4
(S)-2,5-di(1H-pyrrol-1-yl)pentanoic acid

Conditions

Conditions	Yield
Stage #1: L-ornithine hydrochloride With sodium acetate; acetic acid In 1,2-dichloro-ethane at 90℃; for 0.0833333h; Stage #2: cis,trans-2,5-dimethoxytetrahydrofuran In 1,2-dichloro-ethane at 90℃;	62%
Stage #1: L-ornithine hydrochloride With sodium acetate; acetic acid In water; 1,2-dichloro-ethane at 80℃; for 0.166667h; Stage #2: cis,trans-2,5-dimethoxytetrahydrofuran In water; 1,2-dichloro-ethane at 80℃;	26%

L(+)-Ornithine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

L(+)-Ornithine hydrochloride Specification

1. Introduction of L(+)-Ornithine hydrochloride

L(+)-Ornithine hydrochloride (3184-13-2), with the IUPAC name of 2,5-diaminopentanoic acid hydrochloride, is one kind of white crystalline powder. And it belongs to the product categories which include Amino Acid Derivatives; Ornithine [Org]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; non-Proteinorganic Amino Acids; L-Amino Acids; Amino Hydrochloride. Besides, it is , which should be stored in closed, cool and dry place.

2. Chemical properties of L(+)-Ornithine hydrochloride

The other characteristics of L(+)-Ornithine hydrochloride can be summarized as: (1)EINECS: 221-678-6; (2)ACD/LogP: -0.96; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): -4.46; (5)ACD/LogD (pH 7.4): -4.36; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 4; (11)#H bond donors: 5; (12)#Freely Rotating Bonds: 6; (13)Polar Surface Area: 32.78 Å²; (14)Density: 1.57 g/cm³; (15)Flash Point: 140.5 °C; (16)Melting point: 245 °C; (17)alpha: 24 °(c=4, 6N HCl); (18)Solubility: H₂O: 100 mg/mL; (19)Enthalpy of Vaporization: 60.42 kJ/mol; (20)Boiling Point: 308.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00015 mmHg at 25 °C.

3. Preparation of L-Ornithine hydrochloride

L(+)-Ornithine hydrochloride can be prepared by the reaction of phthalimido-(3-phthalimido-propyl)-malonic acid diethyl ester with phthalic acid.

This reaction needs cc.HCl, HOAc and H₂O at temperature of 100 °C. The yield is 62 %.

4. Uses of L-Ornithine hydrochloride

L-Ornithine hydrochloride is used as antidote and liver function accelerating agent to treat cirrhosis. It is also used to recover disease and to invigorate health effectively. Additionally, it can be used to produce 3-amino-piperidin-2-one.

This reaction needs Al₂O₃ and toluene by heating for 3 hours. The yield is 79 %.

5. Safety information of L(+)-Ornithine hydrochloride

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-37/39-26
WGK Germany 3
RTECS RM2985000
F 3-10
HS Code 29224995

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable gloves and eye/face protection to avoid contact with skin and eyes.

6. Structure Descriptors of L(+)-Ornithine hydrochloride

People can use the following data to convert to the molecule structure.
(1)SMILES: Cl.O=C(O)C(N)CCCN
(2)InChI: InChI=1/C5H12N2O2.ClH/c6-3-1-2-4(7)5(8)9;/h4H,1-3,6-7H2,(H,8,9);1H
(3)InChIKey: GGTYBZJRPHEQDG-UHFFFAOYAF

7. Toxicity of L(+)-Ornithine hydrochloride

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	10gm/kg (10000mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Journal of Pharmaceutical Sciences. Vol. 62, Pg. 49, 1973.

Product Name

L(+)-Ornithine hydrochloride

Synthetic route

L(+)-Ornithine hydrochloride Consensus Reports

L(+)-Ornithine hydrochloride Specification

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