LYSINE HYDROCHLORIDE

US Previously Marketed

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H14N2O2.ClH
Molecular Weight	182.649
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.NCCCC[C@H](N)C(O)=O

InChI

InChIKey=BVHLGVCQOALMSV-JEDNCBNOSA-N

InChI=1S/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H/t5-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C6H14N2O2
Molecular Weight	146.1876
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.nap.edu/read/10490/chapter/12
Curator's Comment: description was created based on several sources, including https://www.drugs.com/npp/lysine.html | https://www.ncbi.nlm.nih.gov/pubmed/26252373

Lysing is an essential basic amino-acid encoded by codone AAA and AAG, and used in the biosynthesis of proteins. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken. In a clinical study lysine supplements was found to be an effective for reduction of occurrence, severity and healing time for recurrent HSV infection, however Cochrane Review concluded that the evidence is insufficient. Lysine was investigated for improving anxiety, ameliorating angina prectoris. Lysine acetylsalicylate has been used to treat pain and to detoxify the body after heroin use. Lysine clonixinate has been used for its analgesic properties for the treatment of migraine headaches and other painful conditions. However, limited clinical trials exist for these conditions.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 4 (5-HT4) receptor 39 Target ID: CHEMBL1875 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28103616	Antagonist 2778
GABA-A receptor; anion channel 202 Target ID: CHEMBL2093872 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8587651	Agonist 2678

Conditions

Condition	Modality	Highest Phase	Product
Herpes simplex infection 28 Sources: https://www.drugs.com/npp/lysine.html	Primary	Natural Metabolite	L-LYSINE MONOHYDRATE Approved Use Lysine has been studied for the prevention and treatment of herpes infections and cold sores.
Angina pectoris 106 Sources: https://www.drugs.com/npp/lysine.html	Primary	Natural Metabolite	L-LYSINE MONOHYDRATE Approved Use Lysine supplements may relieve effort-related angina pectoris.
Osteoporosis 97 Sources: https://www.drugs.com/npp/lysine.html	Primary	Natural Metabolite	L-LYSINE MONOHYDRATE Approved Use Lysine increases the intestinal absorption and reduces the renal elimination of calcium.
Anxiety 267 Sources: https://www.drugs.com/npp/lysine.html	Primary	Natural Metabolite	L-LYSINE MONOHYDRATE Approved Use Lysine is believed to exert anxiolytic effects by acting as a partial serotonin receptor 4 antagonist and as a partial benzodiazepine agonist
Heroin dependence 10 Sources: https://www.drugs.com/npp/lysine.html	Palliative	Natural Metabolite	L-LYSINE MONOHYDRATE Approved Use Lysine acetylsalicylate has been used to detoxify the body after heroin use.
Patent ductus arteriosus 8 Sources: https://www.drugs.com/pro/neoprofen.html	Primary	Approved 8429	NEOPROFEN Approved Use NeoProfen is indicated to close a clinically significant patent ductus arteriosus (PDA) in premature infants weighing between 500 and 1500 g, who are no more than 32 weeks gestational age when usual medical management (e.g., fluid restriction, diuretics, respiratory support, etc.) is ineffective. The clinical trial was conducted among infants with an asymptomatic PDA. However, the consequences beyond 8 weeks after treatment have not been evaluated; therefore, treatment should be reserved for infants with clear evidence of a clinically significant PDA. Launch Date 2006

PubMed

Title	Date	PubMed
Detection of rare malignant cells and their apoptotic fragments in cerebrospinal fluid.	2000 Oct 7	11072949
Antibodies to SOX13 (ICA12) are associated with type 1 diabetes.	2001	11264788
The antioxidant system beta-D(+) glucose-glucose oxidase-catalase: tests for pyrogenicity and antigenicity.	2001	11247273
Protein profiling comes of age.	2001	11182890
Assays for mitogen-activated protein kinase (MAPK) subtypes and MAPK activating protein kinase-2 (MAPKAP K-2) using a common cell lysate.	2001	11100471
Differences in sialic acid density in pathogenic and non-pathogenic Aspergillus species.	2001 Apr	11283283
The fermentative production of L-lysine as an animal feed additive.	2001 Apr	11233822
Properties of microtubules assembled from mammalian tubulin synthesized in Escherichia coli.	2001 Apr 17	11294652
Glycophorin as a receptor for Escherichia coli alpha-hemolysin in erythrocytes.	2001 Apr 20	11134007
Ethanol production from wheat straw hemicellulose hydrolysate by Pichia stipitis.	2001 Apr 27	11267696
Endotoxin, endotoxin-neutralizing-capacity, sCD14, sICAM-1, and cytokines in patients with various degrees of alcoholic liver disease.	2001 Feb	11236841
Hydrolysed protein accelerates the gastrointestinal transport of formula in preterm infants.	2001 Feb	11236051
Characterization of the lipopolysaccharide of Yersinia pestis.	2001 Feb	11162185
Rapid polyubiquitination and proteasomal degradation of a mutant form of NAD(P)H:quinone oxidoreductase 1.	2001 Feb	11160862
Increased L-arginine uptake and inducible nitric oxide synthase activity in aortas of rats with heart failure.	2001 Feb	11158987
Improved sensitivity and specificity of enzyme immunoassays with P1-adhesin enriched antigen to detect acute Mycoplasma pneumoniae infection.	2001 Feb 1	11166097
Evidence that fragile X mental retardation protein is a negative regulator of translation.	2001 Feb 15	11157796
Identification of the main ubiquitination site in human erythroid alpha-spectrin.	2001 Feb 2	11165260
Endotoxemia and acute-phase proteins in major abdominal surgery.	2001 Jan	11248174
ESR detection of intraphagosomal superoxide in polymorphonuclear leukocytes using 5-(diethoxyphosphoryl)-5-methyl-l-pyrroline-N-oxide.	2001 Jan	11234998
Inhibition of the nitrosothiol production of cultured osteoarthritic chondrocytes by rhein, cortisol and diclofenac.	2001 Jan	11178941
IL-1 beta- and IL-4-induced down-regulation of autotaxin mRNA and PC-1 in fibroblast-like synoviocytes of patients with rheumatoid arthritis (RA).	2001 Jan	11168012
Bone marrow endothelial cells secrete thymosin beta4 and AcSDKP.	2001 Jan	11164101
Interaction of poly(rC)-binding protein 2 with the 5'-terminal stem loop of the hepatitis C-virus genome.	2001 Jan	11163645
Charge-dependent binding of polymeric IgA1 to human mesangial cells in IgA nephropathy.	2001 Jan	11135081
Selectively labeling the heterologous protein in Escherichia coli for NMR studies: a strategy to speed up NMR spectroscopy.	2001 Jan	11133287
Increased stability of nucleophosmin/B23 in anti-apoptotic effect of ras during serum deprivation.	2001 Jan	11125022
Therapy of HPV 16-associated carcinoma with dendritic cell-based vaccines: in vitro priming of the effector cell responses by DC pulsed with tumour lysates and synthetic RAHYNIVTF peptide.	2001 Jan	11115616
Continuous cell introduction for the analysis of individual cells by capillary electrophoresis.	2001 Jan 1	11195493
A Mycobacterium smegmatis gyrase B specific monoclonal antibody reveals association of gyrase A and B subunits in the cell.	2001 Jan 1	11150671
Up-regulation of nucleolin mRNA and protein in peripheral blood mononuclear cells by extracellular-regulated kinase.	2001 Jan 12	11042220
Cryptosporidium infection in Bedouin infants assessed by prospective evaluation of anticryptosporidial antibodies and stool examination.	2001 Jan 15	11159166
Isolation and characterization of a new ribosome inactivating protein, momorgrosvin, from seeds of the monk's fruit Momordica grosvenorii.	2001 Jan 5	11205869
Panaxagin, a new protein from Chinese ginseng possesses anti-fungal, anti-viral, translation-inhibiting and ribonuclease activities.	2001 Jan 5	11205866
Purification of recombinant green fluorescent protein using chromatofocusing with a pH gradient composed of multiple stepwise fronts.	2001 Jan-Feb	11170493
Chemical and biological evaluation of endotoxin contamination on natural rubber latex products.	2001 Jun 5	11255197
Characterisation of L-tryptophan transporters in human placenta: a comparison of brush border and basal membrane vesicles.	2001 Mar 1	11230513
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.	2001 Mar 1	11226479
Evaluation of prototype transmembrane 4 superfamily protein complexes and their relation to lipid rafts.	2001 Mar 16	11113129
Western blotting as a method for studying cell-biomaterial interactions: the role of protein collection.	2001 Mar 5	11189044
Isolation and characterization of senescence-induced cDNAs encoding deoxyhypusine synthase and eucaryotic translation initiation factor 5A from tomato.	2001 May 18	11278418
CYP2A6*6, a novel polymorphism in cytochrome p450 2A6, has a single amino acid substitution (R128Q) that inactivates enzymatic activity.	2001 May 25	11278503

Patents

Sample Use Guides

In Vivo Use Guide

Lysin is an essential amino-acid. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken.

Route of Administration: Oral

In Vitro Use Guide

In the in vitro study of herpes simplex virus (HSV) growth in tissue culture, arginine deficiency suppressed HSV growth. Maximum herpes growth (as measured by plaques counting) was observed in flasks, containing 10-20 ug/ml of arginine. The addition of 50 ug/ml of lysine to the flasks containing 2.5 and 5.0 ug/ml of arginine reduced the number of viable plaque-forming units (PFU) from 3300 and 48800 to less than 10.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:13:49 GMT 2023` Edited by `admin` on `Fri Dec 15 15:13:49 GMT 2023`
Record UNII	JNJ23Q2COM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LYSINE HYDROCHLORIDE

Official Name

English

L-LYSINE MONOHYDROCHLORIDE

Systematic Name

English

LYSINE, L-, MONOHYDROCHLORIDE

Common Name

English

L-LYSINE HYDROCHLORIDE [JAN]

Common Name

English

NSC-9253

Code

English

L-LYSINE HYDROCHLORIDE [USP-RS]

Common Name

English

LYSINE HYDROCHLORIDE [JAN]

Common Name

English

L-LYSINE MONOHYDROCHLORIDE [FCC]

Common Name

English

LYSINE HCL [INCI]

Common Name

English

Lysine hydrochloride [WHO-DD]

Common Name

English

LYSINE HCL

Official Name

English

LYSINE HYDROCHLORIDE [EP MONOGRAPH]

Common Name

English

LYSINE HYDROCHLORIDE [VANDF]

Common Name

English

LYSINE HYDROCHLORIDE [MART.]

Common Name

English

L-LYSINE HYDROCHLORIDE

Systematic Name

English

LYSINE MONOHYDROCHLORIDE [MI]

Common Name

English

LYSINE HYDROCHLORIDE [USAN]

Common Name

English

LYSINE HCL, L-

Common Name

English

LYSINE MONOHYDROCHLORIDE

Systematic Name

English

LYSINE HYDROCHLORIDE [USP MONOGRAPH]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 310.537