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Piroxicam-Beta-Cyclodextrin

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Chemistry

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Also known as: Piroxicambeta-cyclodextrin, 121696-62-6, 96684-39-8, Piroxicam mixture with beta-cyclodextrin, Chf 1194, Chf-1194

Molecular Formula

C₅₇H₈₃N₃O₃₉S

Molecular Weight

1466.3 g/mol

InChI Key

LBPBSKKEZXLVBQ-ZQOBQRRWSA-N

1 2D Structure

Piroxicam-Beta-Cyclodextrin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol;4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-16,2-benzothiazine-3-carboxamide

2.1.2 InChI

InChI=1S/C42H70O35.C15H13N3O4S/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51;1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h8-63H,1-7H2;2-9,19H,1H3,(H,16,17,20)/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-;/m1./s1

2.1.3 InChI Key

LBPBSKKEZXLVBQ-ZQOBQRRWSA-N

2.1.4 Canonical SMILES

CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3.C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(O2)C(C8O)O)CO)CO)CO)CO)CO)CO)O)O)O

2.1.5 Isomeric SMILES

CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3.C([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@H](O2)[C@@H]([C@H]8O)O)CO)CO)CO)CO)CO)CO)O)O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Chf 1194

2. Chf-1194

2.2.2 Depositor-Supplied Synonyms

1. Piroxicambeta-cyclodextrin

2. 121696-62-6

3. 96684-39-8

4. Piroxicam Mixture With Beta-cyclodextrin

5. Chf 1194

6. Chf-1194

7. Piroxicam-

8. A-cyclodextrin

9. Schembl123958

10. Schembl1649802

11. Piroxicam-

12. A-cyclodextrin(x:1)

13. Dtxsid60242388

14. Piroxicam-

15. A-cyclodextrin Complex

16. Beta-cyclodextrin, Compd. With 4-hydroxy-2-methyl-n-2-pyridinyl-2h-1,2-benzothiazine-3-carboxamide 1,1-dioxide

2.3 Create Date

2011-12-26

3 Chemical and Physical Properties

Molecular Formula	C₅₇H₈₃N₃O₃₉S
Molecular Weight	1466.3 g/mol
Hydrogen Bond Donor Count	23
Hydrogen Bond Acceptor Count	41
Rotatable Bond Count	9
Exact Mass	1465.4324410 g/mol
Monoisotopic Mass	1465.4324410 g/mol
Topological Polar Surface Area	662 Å²
Heavy Atom Count	100
Formal Charge	0
Complexity	2090
Isotope Atom Count	0
Defined Atom Stereocenter Count	35
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

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.)

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