Product Name

  • Name

    Lornoxicam

  • EINECS 630-354-7
  • CAS No. 70374-39-9
  • Article Data3
  • CAS DataBase
  • Density 1.742 g/cm3
  • Solubility
  • Melting Point 225-230 °C (dec.)
  • Formula C13H10ClN3O4S2
  • Boiling Point
  • Molecular Weight 371.825
  • Flash Point
  • Transport Information
  • Appearance Crystalline solid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 70374-39-9 (Lornoxicam)
  • Hazard Symbols IrritantXi
  • Synonyms Chlortenoxicam;Lornoxicamum;6-Chloro-4-hydroxy-2-methyl-N-2-pyridinyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide;2H-Thieno(2,3-e)-1,2-thiazine-3-carboxamide, 6-chloro-4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide;
  • PSA 136.22000
  • LogP 3.38760

Synthetic route

C14H14ClN3O5S2

C14H14ClN3O5S2

lornoxicam
70374-39-9

lornoxicam

Conditions
ConditionsYield
With sodium methylate for 2h; Reflux;87%
2-aminopyridine
504-29-0

2-aminopyridine

lornoxicam
70374-39-9

lornoxicam

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 2 h / Large scale
1.2: 1 h / 20 °C / Large scale
2.1: triethylamine / ethyl acetate / 0 - 20 °C / Large scale
3.1: sodium methylate / 2 h / Reflux
View Scheme
lornoxicam
70374-39-9

lornoxicam

methanesulfonic acid
75-75-2

methanesulfonic acid

lornoxicam mesylate
1608472-15-6

lornoxicam mesylate

Conditions
ConditionsYield
In ethanol for 1h; Milling;96%
lornoxicam
70374-39-9

lornoxicam

cobalt(II) tetrafluoroborate hexahydrate
15684-35-2

cobalt(II) tetrafluoroborate hexahydrate

glycine
56-40-6

glycine

[Co(lornoxicam)2(glycine)]BF4

[Co(lornoxicam)2(glycine)]BF4

Conditions
ConditionsYield
In ethanol for 2h; Reflux;96%
...Expand
piperazine
110-85-0

piperazine

lornoxicam
70374-39-9

lornoxicam

lornoxicam piperazinium salt

lornoxicam piperazinium salt

Conditions
ConditionsYield
In ethanol for 1h; Milling;95%
lornoxicam
70374-39-9

lornoxicam

chromium(III) chloride hexahydrate

chromium(III) chloride hexahydrate

glycine
56-40-6

glycine

[Cr(lornoxicam)2(glycine)]Cl2*3H2O

[Cr(lornoxicam)2(glycine)]Cl2*3H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;95%
...Expand
lornoxicam
70374-39-9

lornoxicam

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

glycine
56-40-6

glycine

[Fe(lornoxicam)(glycine)(H2O)2]Cl2*H2O

[Fe(lornoxicam)(glycine)(H2O)2]Cl2*H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;95%
...Expand
lornoxicam
70374-39-9

lornoxicam

lornoxicam hydrochloride

lornoxicam hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 0.75h; Milling;93%
lornoxicam
70374-39-9

lornoxicam

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

glycine
56-40-6

glycine

[Ni(lornoxicam)2(glycine)]Cl

[Ni(lornoxicam)2(glycine)]Cl

Conditions
ConditionsYield
In ethanol for 2h; Reflux;93%
...Expand
lornoxicam
70374-39-9

lornoxicam

iron(II) tetrafluoroborate hexahydrate

iron(II) tetrafluoroborate hexahydrate

glycine
56-40-6

glycine

[Fe(lornoxicam)(glycine)(H2O)2]BF4*H2O

[Fe(lornoxicam)(glycine)(H2O)2]BF4*H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;93%
...Expand
lornoxicam
70374-39-9

lornoxicam

lornoxicam ammonium salt
1608472-18-9

lornoxicam ammonium salt

Conditions
ConditionsYield
With ammonium hydroxide In ethanol; water for 0.75h; Milling;92%
lornoxicam
70374-39-9

lornoxicam

copper(II) tetrafluroborate hexahydrate

copper(II) tetrafluroborate hexahydrate

glycine
56-40-6

glycine

[Cu(lornoxicam)2(glycine)]BF4*2H2O

[Cu(lornoxicam)2(glycine)]BF4*2H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;91%
...Expand
lornoxicam
70374-39-9

lornoxicam

dimethyltin oxide
2273-45-2

dimethyltin oxide

[SnMe2(lornoxicam)]

[SnMe2(lornoxicam)]

Conditions
ConditionsYield
In benzene Sn compd. added to soln. of ligand, refluxed for 7 h; evapd. in vac., chilled, triturated with Et2O, redissolved in Et2O (repeated twice), filtered, dried in vac. over silica gel, elem. anal.;90%
lornoxicam
70374-39-9

lornoxicam

manganese(II) chloride dihydrate

manganese(II) chloride dihydrate

glycine
56-40-6

glycine

[Mn(lornoxicam)2(glycine)]Cl*H2O

[Mn(lornoxicam)2(glycine)]Cl*H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;89%
...Expand
lornoxicam
70374-39-9

lornoxicam

zinc tetrafluoroborate

zinc tetrafluoroborate

glycine
56-40-6

glycine

[Zn(lornoxicam)2(glycine)]BF4*2H2O

[Zn(lornoxicam)2(glycine)]BF4*2H2O

Conditions
ConditionsYield
In ethanol for 2h; Reflux;87%
...Expand
lornoxicam
70374-39-9

lornoxicam

N,N-dimethyl-γ-aminobutyric acid chloride hydrochloride

N,N-dimethyl-γ-aminobutyric acid chloride hydrochloride

6-chloro-4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]-thiazine-3-carboxamido-1,1-dioxide hydrochloride

6-chloro-4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]-thiazine-3-carboxamido-1,1-dioxide hydrochloride

Conditions
ConditionsYield
Stage #1: lornoxicam; N,N-dimethyl-γ-aminobutyric acid chloride hydrochloride With sodium hydrogencarbonate In water; acetone at 20℃; for 3h;
Stage #2: With hydrogenchloride		80.5%
lornoxicam
70374-39-9

lornoxicam

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

[Sn(n-C4H9)2(lornoxicam)]

[Sn(n-C4H9)2(lornoxicam)]

Conditions
ConditionsYield
In benzene Sn compd. added to soln. of ligand, refluxed for 27 h; evapd. in vac., chilled, triturated with hexane, redissolved in Et2O (repeated twice), filtered, dried in vac. over silica gel, elem. anal.;66%
lornoxicam
70374-39-9

lornoxicam

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

6-chloro-2-methyl-4-palmitoyloxy-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

6-chloro-2-methyl-4-palmitoyloxy-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
With triethylamine In tetrachloromethane for 1.5h; Ambient temperature;45%
lornoxicam
70374-39-9

lornoxicam

(Z)-9-octadecenoyl chloride
112-77-6

(Z)-9-octadecenoyl chloride

6-chloro-2-methyl-4-oleoyloxy-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

6-chloro-2-methyl-4-oleoyloxy-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
With triethylamine In tetrachloromethane for 1.5h; Ambient temperature;40%
lornoxicam
70374-39-9

lornoxicam

n-decanoyl chloride
112-13-0

n-decanoyl chloride

6-chloro-4-decanoyloxy-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

6-chloro-4-decanoyloxy-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 24h; Heating;35%
lornoxicam
70374-39-9

lornoxicam

phosgene
75-44-5

phosgene

C14H9Cl2N3O5S2

C14H9Cl2N3O5S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide; toluene a) 5 deg C, 2 h, b) RT, 24 h;
lornoxicam
70374-39-9

lornoxicam

2-chloro-1,3-(dipalmitoyloxy)propane
169471-41-4

2-chloro-1,3-(dipalmitoyloxy)propane

6-chloro-2-methyl-4-<2-(1,3-dipalmitoyloxy)propyloxy>-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

6-chloro-2-methyl-4-<2-(1,3-dipalmitoyloxy)propyloxy>-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
With sodium hydride 1.) THF, 2.) THF, RT, 6 h; Yield given. Multistep reaction;
lornoxicam
70374-39-9

lornoxicam

C36H67ClO6

C36H67ClO6

4-<<2-(1,3-dipalmitoyloxy)propyl>carbonyloxy>-6-chloro-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

4-<<2-(1,3-dipalmitoyloxy)propyl>carbonyloxy>-6-chloro-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
In chloroform; toluene at 60℃; for 2h; Yield given;
lornoxicam
70374-39-9

lornoxicam

4-<<2-(1,3-dipalmitoyloxy)propyl>carbonyloxy>-6-chloro-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

4-<<2-(1,3-dipalmitoyloxy)propyl>carbonyloxy>-6-chloro-2-methyl-N-2-pyridinyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide; toluene / a) 5 deg C, 2 h, b) RT, 24 h
2: dimethylformamide / 6 h / 50 °C
View Scheme
lornoxicam
70374-39-9

lornoxicam

1-Chloroethyl ethyl carbonate
50893-36-2

1-Chloroethyl ethyl carbonate

6-chloro-4-(1-(ethoxycarbonyloxy)ethoxy)-2-methyl-N-(pyridin-2-yl)-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

6-chloro-4-(1-(ethoxycarbonyloxy)ethoxy)-2-methyl-N-(pyridin-2-yl)-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
With sodium iodide; potassium carbonate In dichloromethane; water; acetone
lornoxicam
70374-39-9

lornoxicam

methanol
67-56-1

methanol

A

methyl 5-chloro-2-thiophenecarboxylate
35475-03-7

methyl 5-chloro-2-thiophenecarboxylate

B

N-methyl-N'-(pyridin-2-yl)oxalamide

N-methyl-N'-(pyridin-2-yl)oxalamide

C

N-methyl-N'-(pyridin-2-ylcarbamoyl)methanethioamide

N-methyl-N'-(pyridin-2-ylcarbamoyl)methanethioamide

D

5-chloro-N-methyl-3-oxothieno[2,3-d]-1,2-thiazole-1,1-dioxide

5-chloro-N-methyl-3-oxothieno[2,3-d]-1,2-thiazole-1,1-dioxide

E

methyl (pyridin-2-ylcarbamoyl)formate
54166-60-8

methyl (pyridin-2-ylcarbamoyl)formate

Conditions
ConditionsYield
for 7h; Irradiation;
...Expand
lornoxicam
70374-39-9

lornoxicam

β‐cyclodextrin
7585-39-9

β‐cyclodextrin

C42H70O35*C13H10ClN3O4S2

C42H70O35*C13H10ClN3O4S2

Conditions
ConditionsYield
In ethanol; water for 24h; pH=2.5; pH-value;
lornoxicam
70374-39-9

lornoxicam

cyclomaltooctaose
17465-86-0

cyclomaltooctaose

C48H80O40*C13H10ClN3O4S2

C48H80O40*C13H10ClN3O4S2

Conditions
ConditionsYield
In ethanol; water for 24h; pH=2.5; pH-value;

Lornoxicam Chemical Properties

Molecular structure of Lornoxicam (CAS NO.70374-39-9) is:

Product Name: Lornoxicam
CAS Registry Number: 70374-39-9
IUPAC Name: (3E)-6-chloro-3-[hydroxy-(pyridin-2-ylamino)methylidene]-2-methyl-1,1-dioxothieno[2,3-e]thiazin-4-one
Molecular Weight: 371.8192 [g/mol]
Molecular Formula: C13H10ClN3O4S2
XLogP3-AA: 3.1
H-Bond Donor: 2
H-Bond Acceptor: 7
Melting Point: 225-230°C (dec.)
Surface Tension: 91.82 dyne/cm
Density: 1.742 g/cm3 
Product Categories: APIs;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Fused Ring Systems

Lornoxicam History

 Lornoxicam is found in the plasma in unchanged form and as its hydroxylated metabolite.

Lornoxicam Uses

 Lornoxicam (CAS NO.70374-39-9) is a non-steroidal anti-inflammatory drug of the oxicam class,with analgesic ,anti-inflammatory and antipyretic propertiesis .It is used for inflammatory disease of the joints ,osteoarthritis,pain following surgery as well as pain in the lower back and hip which travels down the back of the thigh into the leg .

Lornoxicam Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 5730ug/kg (5.73mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 94, Pg. 61, 1989.

Lornoxicam Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.

Lornoxicam Specification

 Lornoxicam , its cas register number is 70374-39-9. It also can be called 6-Chloro-4-hydroxy-2-methyl-N-2-pyridinyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide ; 2H-Thieno(2,3-e)-1,2-thiazine-3-carboxamide, 6-chloro-4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide ; Chlortenoxicam ; Lornoxicamum .It is a crystalline solid and available in oral and parenteral formulations. It is absorbed rapidly and almost completely from the gastro-intestinal tract.

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