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L(+)-Ornithine hydrochloride

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Name

L(+)-Ornithine hydrochloride

EINECS 221-678-6
CAS No. 3184-13-2 Density 1.57 g/cm3
PSA 89.34000 LogP 1.33980
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 N/A Appearance white crystalline powder
Safety 24/25-37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3184-13-2 (L(+)-Ornithine hydrochloride) Hazard Symbols IrritantXi
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);

Article Data 6

L(+)-Ornithine hydrochloride Synthetic route

1119-34-2

L-arginine hydrochloride

A

3184-13-2

L-ornithine hydrochloride

B

57-13-6

urea

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In methanol97%
In methanol97%
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
ConditionsYield
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%

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.

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