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Midazolam Maleate

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9 API Suppliers, 1 USDMF, 3 EU WC, 1 NDC API, 9 Listed Suppliers, $ API Reference Price

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$ API Reference Price

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Chemistry

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Also known as: 59467-94-6, Midazolam maleate salt, Midazolam maleate [usan], Ro 21-3981/001, Midazolam (as maleate), Nsc-313452

Molecular Formula

C₂₂H₁₇ClFN₃O₄

Molecular Weight

441.8 g/mol

InChI Key

XYGVIBXOJOOCFR-BTJKTKAUSA-N

FDA UNII

77520S18SE

A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.

1 2D Structure

Midazolam Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine

2.1.2 InChI

InChI=1S/C18H13ClFN3.C4H4O4/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;5-3(6)1-2-4(7)8/h2-9H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

XYGVIBXOJOOCFR-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

77520S18SE

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dormicum

2. Hydrochloride, Midazolam

3. Maleate, Midazolam

4. Midazolam

5. Midazolam Hydrochloride

6. Ro 21 3981

7. Ro 21-3981

8. Ro 213981

9. Versed

2.3.2 Depositor-Supplied Synonyms

1. 59467-94-6

2. Midazolam Maleate Salt

3. Midazolam Maleate [usan]

4. Ro 21-3981/001

5. Midazolam (as Maleate)

6. Nsc-313452

7. Buccolam

8. Hypnovel

9. Versed

10. 8-chloro-6-(o-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Maleate (1:1)

11. 77520s18se

12. Ro-213981-003

13. Dormicum Maleate

14. Midazolam Maleate (usan)

15. Ro-21-3981/001

16. (z)-but-2-enedioic Acid;8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine

17. 4h-imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (z)-2-butenedioate (1:1)

18. Einecs 261-775-0

19. Ro-21-3981/003

20. Unii-77520s18se

21. Schembl147776

22. Midazolam Maleate [mi]

23. Chembl2106922

24. Iti-111

25. Nvd-301

26. Midazolam Maleate [mart.]

27. Midazolam Maleate [who-dd]

28. Nsc313452

29. Nsc 313452

30. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Monomaleate

31. D05028

32. 467m946

33. Q27266551

34. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine Maleate

35. 4h-imidazo[1,4]benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (z)-2-butenedioate (1:1)

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₁₇ClFN₃O₄
Molecular Weight	441.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	441.0891619 g/mol
Monoisotopic Mass	441.0891619 g/mol
Topological Polar Surface Area	105 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	590
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

Treatment of prolonged, acute, convulsive seizures in infants, toddlers, children and adolescents (from three months to less than 18 years).

Buccolam must only be used by parents / carers where the patient has been diagnosed to have epilepsy.

For infants between three and six months of age, treatment should be in a hospital setting where monitoring is possible and resuscitation equipment is available.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

Anesthetics, Intravenous

Ultrashort-acting anesthetics that are used for induction. Loss of consciousness is rapid and induction is pleasant, but there is no muscle relaxation and reflexes frequently are not reduced adequately. Repeated administration results in accumulation and prolongs the recovery time. Since these agents have little if any analgesic activity, they are seldom used alone except in brief minor procedures. (From AMA Drug Evaluations Annual, 1994, p174) (See all compounds classified as Anesthetics, Intravenous.)

GABA Modulators

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here. (See all compounds classified as GABA Modulators.)

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)

Adjuvants, Anesthesia

Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)

5.2 ATC Code

N05CD08

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API Reference Price

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