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Also known as: Midazolam hcl, 59467-96-8, Versed, Hypnovel, Midazolam hydrochloride [usan], Ro 21-3981/003
Molecular Formula
C18H14Cl2FN3
Molecular Weight
362.2  g/mol
InChI Key
PLYSCVSCYOQVRP-UHFFFAOYSA-N
FDA UNII
W7TTW573JJ

Midazolam Hydrochloride
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 Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine;hydrochloride
2.1.2 InChI
InChI=1S/C18H13ClFN3.ClH/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;/h2-9H,10H2,1H3;1H
2.1.3 InChI Key
PLYSCVSCYOQVRP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F.Cl
2.2 Other Identifiers
2.2.1 UNII
W7TTW573JJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dormicum

2. Hydrochloride, Midazolam

3. Maleate, Midazolam

4. Midazolam

5. Midazolam Maleate

6. Ro 21 3981

7. Ro 21-3981

8. Ro 213981

9. Versed

2.3.2 Depositor-Supplied Synonyms

1. Midazolam Hcl

2. 59467-96-8

3. Versed

4. Hypnovel

5. Midazolam Hydrochloride [usan]

6. Ro 21-3981/003

7. Buccolam

8. Midazolam Hydrochloride Civ

9. Nsc-751451

10. W7ttw573jj

11. Shp615

12. Shp-615

13. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine Hydrochloride

14. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine;hydrochloride

15. Rocam

16. Ro-213981001

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

18. Dsstox_cid_27824

19. Dsstox_rid_82587

20. Dsstox_gsid_47846

21. Midazolam Hydrochloride (usan)

22. Cas-59467-96-8

23. Ncgc00168254-01

24. Einecs 261-776-6

25. Unii-w7ttw573jj

26. Ro-21-3981/003

27. Versed Hydrochloride

28. Versed (tn)

29. Seizalam

30. Hypnovel Hydrochloride

31. Midazolam Hydrochloride Preservative Free

32. Midazolam (hydrochloride)

33. Schembl41265

34. Mls001401415

35. Chebi:6932

36. Chembl1200420

37. Dtxsid8047846

38. Hy-b0676a

39. Bcp15579

40. Midazolam Hydrochloride [mi]

41. Tox21_112613

42. Nsc751451

43. Midazolam Hydrochloride [hsdb]

44. Akos024457308

45. Tox21_112613_1

46. Ccg-100983

47. Midazolam Hydrochloride [mart.]

48. Midazolam Hydrochloride [vandf]

49. Nc00233

50. Nsc 751451

51. 4h-imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, Hydrochloride

52. 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Monohydrochloride

53. 8-chloro-6-(o-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepine Monohydrochloride

54. Midazolam Hydrochloride [who-dd]

55. Ncgc00168254-02

56. 4h-imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, Monohydrochloride

57. Smr000469160

58. Midazolam Hydrochloride [orange Book]

59. Midazolam Hydrochloride Civ [usp-rs]

60. D00696

61. 467m968

62. Q27292444

63. 4h-imidazo[1,5a][1,4]benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, Hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 362.2 g/mol
Molecular Formula C18H14Cl2FN3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass361.0548810 g/mol
Monoisotopic Mass361.0548810 g/mol
Topological Polar Surface Area30.2 Ų
Heavy Atom Count24
Formal Charge0
Complexity471
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameMidazolam hydrochloride
Drug LabelMidazolam hydrochloride is a water-soluble benzodiazepine available as a sterile, nonpyrogenic parenteral dosage form for intravenous or intramuscular injection. Each mL contains midazolam hydrochloride equivalent to 1 mg or 5 mg midazolam USP compou...
Active IngredientMidazolam hydrochloride
Dosage FormSyrup; Injectable
RouteInjection; Oral
Strengtheq 2mg base/ml; eq 1mg base/ml; eq 5mg base/ml
Market StatusPrescription
CompanyWockhardt; Ranbaxy; Bedford; Hospira; Gland Pharma; Roxane; Hi Tech Pharma; Paddock; Fresenius Kabi Usa; Hikma Maple; Bedford Labs; Akorn

2 of 4  
Drug NameMidazolam hydrochloride preservative free
Active IngredientMidazolam hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 1mg base/ml; eq 5mg base/ml
Market StatusPrescription
CompanySagent Strides; Hospira; Bd Rx

3 of 4  
Drug NameMidazolam hydrochloride
Drug LabelMidazolam hydrochloride is a water-soluble benzodiazepine available as a sterile, nonpyrogenic parenteral dosage form for intravenous or intramuscular injection. Each mL contains midazolam hydrochloride equivalent to 1 mg or 5 mg midazolam USP compou...
Active IngredientMidazolam hydrochloride
Dosage FormSyrup; Injectable
RouteInjection; Oral
Strengtheq 2mg base/ml; eq 1mg base/ml; eq 5mg base/ml
Market StatusPrescription
CompanyWockhardt; Ranbaxy; Bedford; Hospira; Gland Pharma; Roxane; Hi Tech Pharma; Paddock; Fresenius Kabi Usa; Hikma Maple; Bedford Labs; Akorn

4 of 4  
Drug NameMidazolam hydrochloride preservative free
Active IngredientMidazolam hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 1mg base/ml; eq 5mg base/ml
Market StatusPrescription
CompanySagent Strides; Hospira; Bd Rx

4.2 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.


Epileptic seizures


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


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.)


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Benzodiazepines [CS]; Benzodiazepine [EPC]
5.3 ATC Code

N05CD08


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12-Oct-2023
25-Sep-2024
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