Meloxicam

Details

• Internal ID: b6b25c9b-070b-4bf2-b06a-37e9bf53f459
• Taxonomy: Organoheterocyclic compounds > Benzothiazines
• IUPAC Name: 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1lambda6,2-benzothiazine-3-carboxamide
• SMILES (Canonical): CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
• SMILES (Isomeric): CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
• InChI: InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
• InChI Key: ZRVUJXDFFKFLMG-UHFFFAOYSA-N
• Popularity: 5,283 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃N₃O₄S₂
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.03474825 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 71125-38-7
• Mobic
• Metacam
• Movalis
• Movatec
• Mobec
• Mobicox
• Coxicam
• Meloxivet
• Melfax
• Meloxicam (Mobic)
• UH-AC 62XX
• Meloxicamum
• Meloxidolor
• Meloxoral
• Rheumocam
• Vivlodex
• Melosus
• Parocin
• Meloxicamum [Latin]
• 4-Hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide
• RevitaCAM
• 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
• Revmoksikam
• Acticam
• Contacera
• Coxflam
• Emdocam
• Flexicam
• Inflacam
• Loxicom
• Melonex
• Melovem
• Meloxidyl
• Recocam
• UNII-VG2QF83CGL
• UHAC-62XX
• CCRIS 9139
• VG2QF83CGL
• UH-AC-62 XX
• ANJESO
• CHEBI:6741
• DTXSID1020803
• HSDB 7741
• QMIIZ ODT
• N-1539
• CHEMBL599
• DTXCID70803
• 4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
• MLS000028587
• miloxicam
• N1539
• Meloxicam [USAN:USP:INN:BAN]
• ZELERIS COMPONENT MELOXICAM
• ZYNRELEF COMPONENT MELOXICAM
• MELOXICAM COMPONENT OF ZELERIS
• Meloxicamum (Latin)
• 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
• MELOXICAM COMPONENT OF ZYNRELEF
• NCGC00018248-04
• Meloxicam 100 microg/mL in Acetonitrile
• SMR000058994
• MELOXICAM (MART.)
• MELOXICAM [MART.]
• MELOXICAM (USP-RS)
• MELOXICAM [USP-RS]
• 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methylthiazolyl)-, 1,1-dioxide
• 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1$l^{6},2-benzothiazine-3-carboxamide
• MELOXICAM (EP MONOGRAPH)
• MELOXICAM [EP MONOGRAPH]
• MELOXICAM (USP MONOGRAPH)
• MELOXICAM [USP MONOGRAPH]
• Meloxicam (USAN:USP:INN:BAN)
• Tenaron
• C14H13N3O4S2
• MELOXICAM (EMA EPAR VETERINARY)
• MELOXICAM [EMA EPAR VETERINARY]
• (3E)-3-[hydroxy-[(5-methyl-1,3-thiazol-2-yl)amino]methylidene]-2-methyl-1,1-dioxo-1lambda6,2-benzothiazin-4-one
• CAS-71125-38-7
• Alloxate
• Ostilox
• Meloxicam,(S)
• Meloxicam Injection
• MFCD00868752
• Mobic (TN)
• Opera_ID_2
• Metacam Oral Suspension
• Spectrum_001633
• MELOXICAM [INN]
• MELOXICAM [JAN]
• MELOXICAM [MI]
• MELOXICAM [HSDB]
• MELOXICAM [USAN]
• Spectrum2_000941
• Spectrum3_000649
• Spectrum4_000787
• Spectrum5_001813
• MELOXICAM [VANDF]
• Meloxicam impurity standard
• MELOXICAM [WHO-DD]
• SCHEMBL3576
• 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-, 1,1-dioxide
• Meloxicam (JAN/USP/INN)
• Lopac0_000766
• SCHEMBL33369
• BSPBio_002257
• KBioGR_001234
• KBioSS_002113
• MLS001304725
• MLS001306413
• MLS006011422
• BIDD:GT0726
• SCHEMBL713100
• SPECTRUM1504150
• SPBio_000902
• MELOXICAM [GREEN BOOK]
• GTPL7220
• OroCAM Transmucosal Oral Spray
• MELOXICAM [ORANGE BOOK]
• CHEMBL1741042
• Meloxicam Solution for Injection
• SCHEMBL23589638
• KBio2_002113
• KBio2_004681
• KBio2_007249
• KBio3_001477
• ETI-511
• M01AC06
• ZRVUJXDFFKFLMG-UHFFFAOYSA-N
• HMS1922D19
• HMS2089B18
• HMS2096I19
• HMS2234P07
• HMS2236C09
• HMS3259H06
• HMS3372C13
• HMS3372P18
• HMS3655K06
• HMS3713I19
• HMS3744K09
• HMS3884G08
• AMY40407
• BCP11928
• HY-B0261
• Tox21_111734
• Tox21_113192
• Tox21_201689
• Tox21_302756
• BDBM50056998
• CCG-39098
• HSCI1_000045
• s1734
• Meloxicam - CAS 71125-38-7
• AKOS000279442
• AKOS026749959
• Tox21_111734_1
• AC-1325
• DB00814
• KS-1084
• NC00698
• Metacam 5 mg/mL Solution for Injection
• SMP2_000133
• NCGC00018248-01
• NCGC00018248-02
• NCGC00018248-03
• NCGC00018248-05
• NCGC00018248-06
• NCGC00018248-07
• NCGC00018248-08
• NCGC00018248-10
• NCGC00018248-23
• NCGC00018248-25
• NCGC00018248-26
• NCGC00022924-03
• NCGC00022924-04
• NCGC00256316-01
• NCGC00259238-01
• NCGC00263878-02
• (E)-3-(hydroxy((5-methylthiazol-2-yl)amino)methylene)-2-methyl-2,3-dihydro-4H-benzo[e][1,2]thiazin-4-one 1,1-dioxide
• 2H-1,2-Benzothiazine-3-carboximidic acid, 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-, 1,1-dioxide
• 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1lambda6,2-benzothiazine-3-carboxamide
• BH164661
• SMR000718800
• Meloxicam 1000 microg/mL in Acetonitrile
• Meloxicam 1.0 mg/ml in Dimethyl Sulfoxide
• FT-0628193
• M1959
• SW219562-1
• EN300-52507
• C08169
• D00969
• F20356
• AB00383033-17
• AB00383033-18
• AB00383033_20
• A837087
• AN-668/13244001
• Q414028
• SR-01000003132-10
• F2173-0387
• Z1695493323
• 4-hydroxy-2-methyl-N-(5-methy-2-thiazolyl)-2H-1,2-benzothiazine-3-caboxamide-1,1-dioxide
• 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benothiazine-3-carboxamide 1,1-dioxide
• (3Z)-2-methyl-3-[[(5-methyl-1,3-thiazol-2-yl)amino]-oxidanyl-methylidene]-1,1-bis(oxidanylidene)-1$l^{6},2-benzothiazin-4-one
• (3Z)-3-[hydroxy-[(5-methyl-2-thiazolyl)amino]methylidene]-2-methyl-1,1-dioxo-1$l^{6},2-benzothiazin-4-one
• 133687-22-6
• 3-{hydroxy[(5-methyl-1,3-thiazol-2-yl)amino]methylidene}-2-methyl-3,4-dihydro-2H-1lambda6,2-benzothiazine-1,1,4-trione
• 4-Hydroxy-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[e][1,2]thiazine-3-carboxylic acid (5-methyl-thiazol-2-yl)-amide
• 4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[e][1,2]thiazine-3-carboxylic acid (5-methyl-thiazol-2-yl)-amide
• 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide
• 4-hydroxy-2-methyl-N-(5-methyl-2-thiazole)-2H-1,2-benzothiazine-3 -carboxamide 1,1-dioxide
• 4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
• 4-Hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide1,1-dioxide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.9132	91.32%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	+	0.9286	92.86%
Subcellular localzation	Mitochondria	0.4348	43.48%
OATP2B1 inhibitior	-	0.7955	79.55%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6609	66.09%
P-glycoprotein inhibitior	-	0.8431	84.31%
P-glycoprotein substrate	-	0.6538	65.38%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.8191	81.91%
CYP2C9 inhibition	+	0.5511	55.11%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	-	0.5780	57.80%
CYP inhibitory promiscuity	-	0.7316	73.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7061	70.61%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.8715	87.15%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5270	52.70%
Acute Oral Toxicity (c)	II	0.6971	69.71%
Estrogen receptor binding	-	0.5968	59.68%
Androgen receptor binding	+	0.7697	76.97%
Thyroid receptor binding	-	0.7048	70.48%
Glucocorticoid receptor binding	+	0.5564	55.64%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	-	0.5960	59.60%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9651	96.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.48%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.25%	87.67%
CHEMBL4208	P20618	Proteasome component C5	93.11%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.18%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.71%	83.57%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.54%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.51%	99.23%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	90.26%	85.83%
CHEMBL2535	P11166	Glucose transporter	90.00%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.52%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.41%	96.67%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	82.96%	96.47%
CHEMBL2056	P21728	Dopamine D1 receptor	80.87%	91.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.50%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.31%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54677470
• LOTUS: LTS0086322
• wikiData: Q414028