CLONIXIN LYSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C13H11ClN2O2.C6H14N2O2
Molecular Weight	408.879
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCCC[C@H](N)C(O)=O.CC1=C(NC2=C(C=CC=N2)C(O)=O)C=CC=C1Cl

InChI

InChIKey=CVNFYQCHAWFYQI-ZSCHJXSPSA-N

InChI=1S/C13H11ClN2O2.C6H14N2O2/c1-8-10(14)5-2-6-11(8)16-12-9(13(17)18)4-3-7-15-12;7-4-2-1-3-5(8)6(9)10/h2-7H,1H3,(H,15,16)(H,17,18);5H,1-4,7-8H2,(H,9,10)/t;5-/m.0/s1

HIDE SMILES / InChI

Molecular Formula	C13H11ClN2O2
Molecular Weight	262.692
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.ncbi.nlm.nih.gov/pubmed/4935715 | https://www.ncbi.nlm.nih.gov/pubmed/10189073 | https://www.epharmapedia.com/medicine/profile/182894 | https://www.roemmers.com.ar/sites/default/files/DorixinaComprimidos_1.pdf

Clonixin is a nonsteroidal agent. It is an anilino-nicotinic acid derivative. It is a drug of anti-inflammatory antipyretic and analgesic activity that produces minor digestive side-effects. At high concentrations, clonixin inhibited PGE2 formed by COX-2 and partly by COX-1 activity. The drug is indicated for the relief of headaches, muscle aches, joint, dental, ear, dysmenorrhea, post-traumatic, post-surgical, gynecological. Adverse effects are occasionally nausea, dizziness, and somnolence, were mild and transient. On rare occasions, and administering high doses, it is possible the appearance of dry mouth or constipation. Concomitant use of anticholinergic drugs to be avoided by the possibility that they enhance their effects atropine.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-1 127 Target ID: CHEMBL221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11721323 \| https://www.ncbi.nlm.nih.gov/pubmed/10189073 \| https://www.roemmers.com.ar/sites/default/files/DorixinaComprimidos_1.pdf	Inhibitor 8297
Cyclooxygenase-2 196 Target ID: CHEMBL230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11721323 \| https://www.ncbi.nlm.nih.gov/pubmed/10189073 \| https://www.roemmers.com.ar/sites/default/files/DorixinaComprimidos_1.pdf	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Migraine 103 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10667284 https://www.ncbi.nlm.nih.gov/pubmed/11299430 https://www.ncbi.nlm.nih.gov/pubmed/16614691	Primary	Approved 8429	Dorixina Approved Use Indicated for relief of headaches, muscle aches, joint, dental, ear, dysmenorrhea, post-traumatic, post-surgical, gynecological.
Rheumatoid arthritis 316 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1092517 https://www.ncbi.nlm.nih.gov/pubmed/4576980	Palliative	Approved 8429	Dorixina Approved Use Indicated for relief of headaches, muscle aches, joint, dental, ear, dysmenorrhea, post-traumatic, post-surgical, gynecological.
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9504193 https://www.ncbi.nlm.nih.gov/pubmed/4197784	Primary	Approved 8429	Dorixina Approved Use Indicated for relief of headaches, muscle aches, joint, dental, ear, dysmenorrhea, post-traumatic, post-surgical, gynecological.

PubMed

Title	Date	PubMed
Possible active transport mechanism in pharmacokinetics of flunixin-meglumin in rabbits.	2001 Aug	11558544
Oral lysine clonixinate in the acute treatment of migraine: a double-blind placebo-controlled study.	2001 Mar	11299430
Effect of lysine clonixinate on the pharmacokinetics and anticoagulant activity of phenprocoumon.	2001 Nov	11765590
In vitro effects of cyclooxygenase inhibitors in whole blood of horses, dogs, and cats.	2001 Nov	11703020
Flunixin meglumine accelerates uterine involution and shortens the calving-to-first-oestrus interval in cows with puerperal metritis.	2001 Oct	11696089
Pharmacokinetics of flunixin meglumine in llamas following a single intravenous dose.	2001 Oct	11696088
Flunixin residues in milk after intravenous treatment of dairy cattle with (14)C-flunixin.	2002 Dec 4	12452650
15-Ketodihydro-PGF(2 alpha), progesterone and uterine involution in primiparous cows with induced retained placenta and post-partal endometritis treated with oxytetracycline and flunixin.	2002 Feb	11882245
Microemulsion formulation of clonixic acid: solubility enhancement and pain reduction.	2002 Jan	11829128
In vitro investigation of the interaction between nitric oxide and cyclo-oxygenase activity in equine ventral colon smooth muscle.	2002 Jul	12358056
The effects of cyclo-oxygenase inhibitors on bile-injured and normal equine colon.	2002 Jul	12358053
Role of prostaglandins in the development of hyperthermia in heat-stressed, lactating Holstein cows.	2003 Dec	14962055
Determination of flunixin in edible bovine tissues using liquid chromatography coupled with tandem mass spectrometry.	2003 Dec 17	14664506
Evaluation of the ability of carprofen and flunixin meglumine to inhibit activation of nuclear factor kappa B.	2003 Feb	12602591
Atropine reverses the antinociception of nonsteroidal anti-inflammatory drugs in the tail-flick test of mice.	2003 Feb	12543225
Evaluation of postoperative analgesia in a rat model of incisional pain.	2003 Jan	12580571
Comparative pharmacokinetics of three non-steroidal anti-inflammatory drugs in five bird species.	2003 Jan	12524015
Clinical efficacy of flunixin, carprofen and ketoprofen as adjuncts to the antibacterial treatment of bovine respiratory disease.	2003 Mar 29	12696705
Investigation on the efficacy of meloxicam in sows with mastitis-metritis-agalactia syndrome.	2003 Oct	14633188
Effect of morphine and flunixin meglumine on isoflurane minimum alveolar concentration in goats.	2004 Apr	15053747
Effects of two anti-inflammatory drugs on physiologic variables and milk production in cows with endotoxin-induced mastitis.	2004 Jan	14719704
Clinical efficacy of meloxicam (Metacam) and flunixin (Finadyne) as adjuncts to antibacterial treatment of respiratory disease in fattening cattle.	2004 Jul-Aug	15298058
Disposition of flunixin meglumine injectable preparation administered orally to healthy horses.	2004 Jun	15189304
Quantification and confirmation of flunixin in equine plasma by liquid chromatography-quadrupole time-of-flight tandem mass spectrometry.	2004 Mar 5	14751785
[Slaughter emergency].	2004 Nov 1	15559393
Effects of ischemia and the cyclooxygenase inhibitor flunixin on in vitro passage of lipopolysaccharide across equine jejunum.	2004 Oct	15524324
Use of force plate analysis to compare the analgesic effects of intravenous administration of phenylbutazone and flunixin meglumine in horses with navicular syndrome.	2005 Feb	15757129
Effects of cyclooxygenase inhibitors flunixin and deracoxib on permeability of ischaemic-injured equine jejunum.	2005 Jan	15651739
Investigation of the effect of black walnut extract on in vitro ion transport and structure of equine colonic mucosa.	2005 Mar	15822589
Postpartum hemoperitoneum and septic peritonitis in a Thoroughbred mare.	2006 Apr	16627105
Actinobacillus peritonitis in a Warmblood gelding.	2006 Apr	16627098
Pharmacokinetics of flunixin after intravenous administration in healthy and endotoxaemic rabbits.	2006 Jan	16362612
Effects of phenylbutazone alone or in combination with flunixin meglumine on blood protein concentrations in horses.	2006 Mar	16506899
Efficacy of ceftiofur and flunixin in the early treatment of bronchopneumonia in weaners.	2006 Mar 4	16517821
Questions dosage used in equine study.	2006 May	16649904
Effects of flunixin meglumine on selected clinicopathologic variables, and serum testosterone concentration in stallions after endotoxin administration.	2006 Sep	16922834
Pharmacokinetic interactions of flunixin meglumine and enrofloxacin in ICR mice.	2007 Apr	17460352
Suspected panosteitis in a camel.	2007 Aug 1	17669048
Outbreak of neurologic disease caused by equine herpesvirus-1 at a university equestrian center.	2007 Jan-Feb	17338164
Effects of the cyclooxygenase inhibitor meloxicam on recovery of ischemia-injured equine jejunum.	2007 Jun	17542694
Effects of flunixin meglumine and transportation on establishment of pregnancy in beef cows.	2007 Jun	17371785
The effect of a topical anaesthetic formulation, systemic flunixin and carprofen, singly or in combination, on cortisol and behavioural responses of Merino lambs to mulesing.	2007 Mar	17359309
Rapid method for the determination of non-steroidal anti-inflammatory drugs in animal tissue by liquid chromatography-mass spectrometry with ion-trap detector.	2007 Mar 14	17386745
Effect of the administration of flunixin meglumine on pregnancy rates in Holstein heifers.	2007 Mar 24	17384292
Outcome of medical and surgical treatment of cecal impaction in horses: 114 cases (1994-2004).	2007 Nov 1	17975999
Escherichia coli mastitis in cattle being treated for Staphylococcus aureus intramammary infection.	2008 Feb 2	18245748
Attenuation of ischaemic injury in the equine jejunum by administration of systemic lidocaine.	2008 Jun	18321812
Flunixin horse pill use in human associated with peptic ulcer disease.	2008 Mar	18303143
Extralabel use of nonsteroidal anti-inflammatory drugs in cattle.	2008 Mar 1	18312175
Pharmacokinetics of enrofloxacin and flunixin meglumine and interactions between both drugs after intravenous co-administration in healthy and endotoxaemic rabbits.	2008 Sep	17644374

Patents

Sample Use Guides

In Vivo Use Guide

200 mg single dose

Route of Administration: Intravenous

In Vitro Use Guide

clonixin (Clx) between 1 x 10(-6) M and 3 x 10(-4) M, decreases the overshoot (OS), action potential amplitude (APA), Vmax and frequency of primary and subsidiary cells, however pacemaker cells differ in their sensitivity to Clx. At 2 x 10(-6) M, Clx completely blocked the spontaneous beating of primary cells.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:37:04 GMT 2023` Edited by `admin` on `Fri Dec 15 17:37:04 GMT 2023`
Record UNII	06PW4M190R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CLONIXIN LYSINE

Common Name

English

2-(3-CHLORO-O-TOLUIDINO)NICOTINIC ACID, LYSINE SALT

Common Name

English

CLONIXIN LYSINE SALT [MI]

Common Name

English

R-173

Code

English

CLONIXIN LYSINATE

Common Name

English

L-104

Code

English

LYSINE CLONIXINATE

Common Name

English

CLONIXIN LYSINE [MART.]

Common Name

English

Clonixin lysinate [WHO-DD]

Common Name

English

L-LYSINE, 2-((3-CHLORO-2-METHYLPHENYL)AMINO)-3-PYRIDINECARBOXYLATE (1:1)

Common Name

English

CLONIXIN LYSINE SALT

Common Name

English

Code System Code Type Description

PUBCHEM

3080836