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Lornoxicam

Lornoxicam structure

CAS No:
70374-39-9
Formula:
C13H10ClN3O4S2
Chemical Name:
Lornoxicam
Synonyms:
2H-Thieno[2,3-e]-1,2-thiazine-3-carboxamide,6-chloro-4-hydroxy-2-methyl-N-2-pyridinyl-,1,1-dioxide;Lornoxicam;Chlortenoxicam;Ro 13-9297;TS 110;Telos;Xefo;Xefocam;Lorcam;Lofecam;Fulactive
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Lornoxicam, a COX-1 and COX-2 inhibitor, is a new nonsteroidal anti-inflammatory drug (NSAID).Target: COXLornoxicam showed a balanced inhibition of COX-1/-2 exhibiting the lowest IC50 (0.005 microM/0.008 microM) of the large panel of NSAIDs tested. lornoxicam showed a marked inhibition of IL-6 formation (IC50 54 microM) while the formation ofTNF-alpha, IL-1beta and IL-8 was only moderately affected [1]. Lornoxicam is effective in the treatment of patients with activated osteoarthritis; t

Lornoxicam is a thienothiazine-derived monocarboxylic acid amide obtained by formal condensation of the carboxy group of 6-chloro-4-hydroxy-2-methylthieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide with the amino group of 2-aminopyridine. Used for the treatment of pain, primarily resulting from inflammatory diseases of the joints, osteoarthritis, surgery, sciatica and other inflammations. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an antipyretic. It is a thienothiazine, a member of pyridines, a monocarboxylic acid amide, an organochlorine compound and a heteroaryl hydroxy compound.|Lornoxicam (chlortenoxicam) is a new nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class with analgesic, anti-inflammatory and antipyretic properties. Lornoxicam differs from other oxicam compounds in its potent inhibition of prostaglandin biosynthesis, a property that explains the particularly pronounced efficacy of the drug. Lornoxicam is approved for use in Japan.|Lornoxicam is an orally bioavailable oxicam and non-steroidal anti-inflammatory drug (NSAID), with analgesic, anti-pyretic, anti-thrombotic and anti-inflammatory activities. Upon oral administration, lornoxicam binds to and inhibits the activity of the cyclooxygenase enzymes (COX) type 1 (COX-1) and type 2 (COX-2). This blocks COX-mediated signaling pathways, which leads to reduced prostaglandin and thromboxane production and decreased pain, fever and inflammation.

Lornoxicam Basic Attributes

Molecular Weight：

371.82

Exact Mass：

371.82

EC Number：

1308068-626-2

UNII：

ER09126G7A

NSC Number：

759620

DSSTox ID：

DTXSID6046133

NCI Thesaurus Code：

C72140

ATC Code：

M - Musculo-skeletal system

HScode：

2934999090

Characteristics

PSA：

136

XLogP3：

2.1

Appearance：

faint yellow to dark yellow

Density：

1.7±0.1 g/cm3

Melting Point：

225-230 °C (decomp)

Refractive Index：

1.741

Water Solubility：

DMSO: >5mg/mL (warmed)

Storage Conditions：

-20°C Freezer

Toxicity：

LD50 orally in mice, rats, rabbits, dogs, monkeys: >10 mg/kg (Pruss)

Safety Information

Hazard category：

IRRITANT

Transport codes：

UN 2811 6.1 / PGII

wgk germany：

hazard class code：

36/37/38-28

safety instructions：

26-36-45-36/37-28

RTECS Number：

XJ9095000

Marks：

Xi,T+

Precautionary statement(s)：

P264-P301 + P310

Hazard Statements：

H300

GHS Classification：

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 41 companies from 2 notifications to the ECHA C&L Inventory.

Toxicity

Protein Binding：

Lornoxicam is 99% bound to plasma proteins (almost exlusively to serum albumin).

Drug Information

Drug Indication：

For the treatment of acute mild to moderate pain, as well as pain and inflammation of the joints caused by certain types of rheumatic diseases.

Pharmacology：

Lornoxicam is a non-steroidal anti-inflammatory drug (NSAID) that belongs to the oxicam class. As with other NSAIDS, lornoxicam is a potent inhibitor of the cyclooxgenase enzymes, which are responsible for catalyzing the formation of prostaglandins (act as messenger molecules in the process of inflammation) and thromboxane from arachidonic acid. Unlike some NSAIDS, lornoxicam's inhibition of cyclooxygenase does not lead to an increase in leukotriene formation, meaning that arachidonic acid is not moved to the 5-lipoxygenase cascade, resulting in the minimization of the risk of adverse events.

MeSH：

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Absorption：

Lornoxicam is absorbed rapidly and almost completely from the GI tract (90-100%).

Metabolism/Metabolites：

Lornoxicam is metabolized completely by cyp 2C9 with the principal metabolite being 5'-hydroxy-lornoxicam and only negligible amounts of intact lornoxicam are excreted unchanged in the urine. Approximately 2/3 of the drug is eliminated via the liver and 1/3 via the kidneys in the active form.|Lornoxicam has known human metabolites that include 5'-Hydroxylornoxicam.

Biological Half-Life：

3-5 hours

Mechanism of Action：

Like other NSAIDS, lornoxicam's anti-inflammatory and analgesic activity is related to its inhibitory action on prostaglandin and thromboxane synthesis through the inhibition of both COX-1 and COX-2. This leads to the reduction of inflammation, pain, fever, and swelling, which are mediated by prostaglandins. However, the exact mechanism of lornoxicam, like that of the other NSAIDs, has not been fully determined.

MeSH Entry Terms：

chlortenoxicam

Lornoxicam Use and Manufacturing

Cyclooxygenase inhibitor; structurally similar to tenoxicam. Anti-inflammatory; analgesic

Computed Properties

Molecular Weight:371.8
XLogP3:2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:370.9801258
Monoisotopic Mass:370.9801258
Topological Polar Surface Area:136
Heavy Atom Count:23
Complexity:634
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Butyllithium

Chlorosulfonic acid

Methyl acetate

Drug Function and Efficacy

Extract from the above information

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Lornoxicam for injection
Specifications	8mg (8.6mg per bottle)
Manufacturer	Hainan Jinrui Pharmaceutical Co., Ltd.

Lornoxicam for injection
Ingredients	Lornoxicam. Its chemical name is 6-chloro-4-hydroxy-2-methyl-3-(2-pyridinecarbamoyl)-2H-thieno[2,3e]1,2-thiazine-1,1-dioxide. Molecular formula: C13H10CIN3O4S2 Molecular weight: 371.82
Indication	If this product is used at the same time as other medicines, its effect may be different. This is especially important in the following situations: 1. Use with anticoagulants or blood thinners; 2. Use with ACE (angiotensin converting enzyme) inhibitors; 3. Use with nonsteroidal anti-inflammatory drugs with the same effect as this product; 4. Use with diuretics; 5. Use with oral antidiabetic drugs; 6. Use with lithium preparations; 7. Use with medicines containing methotrexate; 8. Use with medicines containing cimetidine; 9. Use with medicines containing digoxin.
Specifications	8mg (8.6mg of lornoxicam per bottle)
Manufacturer	Harbin Medisan Pharmaceutical Co., Ltd.

Lornoxicam Tablets
Specifications	8mg

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Registered Holders

Beijing Lunarsun Pharmaceutical Co., Ltd.

China
Active
Heilongjiang Wusulijiang Pharmaceutical Co., Ltd. Yingchun Branch

China
Active
Huadong Medicine (Xi'an) Bodyguard Pharmaceutical Co., Ltd.

China
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