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2D Structure
Also known as: 145108-58-3, Dexmedetomidine hcl, Precedex, Dexdomitor, Dexdor, Sileo
Molecular Formula
C13H17ClN2
Molecular Weight
236.74  g/mol
InChI Key
VPNGEIHDPSLNMU-MERQFXBCSA-N
FDA UNII
1018WH7F9I

A imidazole derivative that is an agonist of ADRENERGIC ALPHA-2 RECEPTORS. It is closely-related to MEDETOMIDINE, which is the racemic form of this compound.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-[(1S)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazole;hydrochloride
2.1.2 InChI
InChI=1S/C13H16N2.ClH/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13;/h4-8,11H,1-3H3,(H,14,15);1H/t11-;/m0./s1
2.1.3 InChI Key
VPNGEIHDPSLNMU-MERQFXBCSA-N
2.1.4 Canonical SMILES
CC1=C(C(=CC=C1)C(C)C2=CN=CN2)C.Cl
2.1.5 Isomeric SMILES
CC1=C(C(=CC=C1)[C@H](C)C2=CN=CN2)C.Cl
2.2 Other Identifiers
2.2.1 UNII
1018WH7F9I
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dexmedetomidine

2. Hydrochloride, Dexmedetomidine

3. Mpv 1440

4. Mpv-1440

5. Mpv1440

6. Precedex

2.3.2 Depositor-Supplied Synonyms

1. 145108-58-3

2. Dexmedetomidine Hcl

3. Precedex

4. Dexdomitor

5. Dexdor

6. Sileo

7. Dexmedetomidine (hydrochloride)

8. Cepedex

9. Sedadex

10. (s)-5-(1-(2,3-dimethylphenyl)ethyl)-1h-imidazole Hydrochloride

11. (+)-medetomidine Hydrochloride

12. Dexmedetomidine Hcl (precedex)

13. Dexmedetomidine Hydrochloride [usan]

14. 4-((s)-alpha,2,3-trimethylbenzyl)imidazole Monohydrochloride

15. D-medetomidine Hydrochloride

16. Chebi:31472

17. 1018wh7f9i

18. Precedex (tn)

19. (s)-4-(1-(2,3-dimethylphenyl)ethyl)-1h-imidazole Hydrochloride

20. 4-[(1s)-1-(2,3-dimethylphenyl)ethyl]-1h-imidazole Hydrochloride

21. 5-[(1s)-1-(2,3-dimethylphenyl)ethyl]-1h-imidazole;hydrochloride

22. 145108-58-3 (hcl)

23. 1h-imidazole, 4-[(1s)-1-(2,3-dimethylphenyl)ethyl]-, Monohydrochloride

24. 1h-imidazole, 4-(1-(2,3-dimethylphenyl)ethyl)-, Monohydrochloride, (s)-

25. 1h-imidazole, 5-[(1s)-1-(2,3-dimethylphenyl)ethyl]-, Hydrochloride (1:1)

26. (s)-medetomidine Hydrochloride

27. Primadex

28. Unii-1018wh7f9i

29. (s)-4-[1-(2,3-dimethylphenyl)ethyl]-1h-imidazole Hydrochloride

30. 4-[(1s)-1-(2,3-dimethylphenyl)ethyl]-1h-imidazole;hydrochloride

31. Dexmedetomidinehcl

32. Igalmi

33. Mls006011569

34. Schembl406837

35. Chembl2106195

36. Dtxsid40873215

37. Dexmedetomidine Hcl [vandf]

38. Act04745

39. 5-[(1s)-1-(2,3-dimethylphenyl)ethyl]-1h-imidazole Hydrochloride

40. Ac-310

41. Hy-17034a

42. Mfcd22683223

43. S2090

44. Akos024457275

45. Akos025402024

46. Bcp9000600

47. Ccg-266849

48. H08d583

49. Dexmedetomidine Hydrochloride (jan/usp)

50. As-12485

51. Dexmedetomidine Hydrochloride [mi]

52. Smr004703327

53. Bcp0726000002

54. Dexmedetomidine Hydrochloride [jan]

55. Am20080946

56. D5062

57. Dexmedetomidine Hydrochloride [mart.]

58. Sw219607-2

59. 4-((s)-a,2,3-trimethylbenzyl)imidazole Hcl

60. Dexmedetomidine Hydrochloride [usp-rs]

61. Dexmedetomidine Hydrochloride [who-dd]

62. D01205

63. Dexmedetomidine Hydrochloride [ema Epar]

64. A808325

65. Dexmedetomidine Hydrochloride [green Book]

66. Dexmedetomidine Hydrochloride [orange Book]

67. Dexmedetomidine Hydrochloride [usp Monograph]

68. Q-100166

69. Q27114321

70. Z1617901127

71. Dexmedetomidine Hydrochloride (ema Epar: Veterinary)

72. (+)-medetomidine Hydrochloride;(s)-medetomidine Hydrochloride

73. (s)-4-(alpha,2,3-trimethybenzyl)-1h-imidazole Hydrochloride

74. (s)-5-(1-(2,3-dimethylphenyl)ethyl)-1h-imidazolehydrochloride

75. 4-((s)-.alpha.,2,3-trimethylbenzyl)imidazole Monohydrochloride

2.4 Create Date
2006-07-28
3 Chemical and Physical Properties
Molecular Weight 236.74 g/mol
Molecular Formula C13H17ClN2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass236.1080262 g/mol
Monoisotopic Mass236.1080262 g/mol
Topological Polar Surface Area28.7 Ų
Heavy Atom Count16
Formal Charge0
Complexity205
Isotope Atom Count0
Defined Atom Stereocenter Count1
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 NameDexmedetomidine hydrochloride
PubMed HealthDexmedetomidine (Injection)
Drug ClassesAnalgesic, Anesthetic Adjunct, Sedative
Drug LabelDexmedetomidine hydrochloride injection concentrate is a sterile, nonpyrogenic solution suitable for intravenous infusion following dilution. Dexmedetomidine hydrochloride is the S-enantiomer of medetomidine and is chemically described as (+)-4-(S)-[...
Active IngredientDexmedetomidine hydrochloride
Dosage FormInjectable
Routeinjection; Injection
Strengtheq 200mcg base/2ml (eq 100mcg base/ml); 100mcg (base) /ml; 100mcg
Market StatusTentative Approval; Prescription
CompanyPar Sterile Products; Caraco; Mylan Institutional; Sandoz; Akorn

2 of 4  
Drug NamePrecedex
Drug LabelPrecedex (dexmedetomidine hydrochloride) injection is a sterile, nonpyrogenic solution suitable for intravenous infusion following dilution. Precedex (dexmedetomidine hydrochloride) in 0.9% Sodium Chloride Injection is a sterile, nonpyrogenic ready t...
Active IngredientDexmedetomidine hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 200mcg base/2ml (eq 100mcg base/ml); eq 200mcg base/50ml (eq 4mcg base/ml); eq 400mcg base/100ml (eq 4mcg base/ml)
Market StatusPrescription
CompanyHospira

3 of 4  
Drug NameDexmedetomidine hydrochloride
PubMed HealthDexmedetomidine (Injection)
Drug ClassesAnalgesic, Anesthetic Adjunct, Sedative
Drug LabelDexmedetomidine hydrochloride injection concentrate is a sterile, nonpyrogenic solution suitable for intravenous infusion following dilution. Dexmedetomidine hydrochloride is the S-enantiomer of medetomidine and is chemically described as (+)-4-(S)-[...
Active IngredientDexmedetomidine hydrochloride
Dosage FormInjectable
Routeinjection; Injection
Strengtheq 200mcg base/2ml (eq 100mcg base/ml); 100mcg (base) /ml; 100mcg
Market StatusTentative Approval; Prescription
CompanyPar Sterile Products; Caraco; Mylan Institutional; Sandoz; Akorn

4 of 4  
Drug NamePrecedex
Drug LabelPrecedex (dexmedetomidine hydrochloride) injection is a sterile, nonpyrogenic solution suitable for intravenous infusion following dilution. Precedex (dexmedetomidine hydrochloride) in 0.9% Sodium Chloride Injection is a sterile, nonpyrogenic ready t...
Active IngredientDexmedetomidine hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 200mcg base/2ml (eq 100mcg base/ml); eq 200mcg base/50ml (eq 4mcg base/ml); eq 400mcg base/100ml (eq 4mcg base/ml)
Market StatusPrescription
CompanyHospira

4.2 Drug Indication

For sedation of adult intensive care unit patients requiring a sedation level not deeper than arousal in response to verbal stimulation (corresponding to Richmond Agitation-Sedation Scale (RASS) 0 to -3).


Non-invasive, mildly to moderately painful, procedures and examinations which require restraint, sedation and analgesia in dogs and cats.

Deep sedation and analgesia in dogs in concomitant use with butorphanol for medical and minor surgical procedures.

Premedication in dogs and cats before induction and maintenance of general anaesthesia.


Alleviation of acute anxiety and fear associated with noise in dogs.


Noninvasive, mildly to moderately painful, procedures and examinations which require restraint, sedation and analgesia in dogs and cats.

Premedication in cats before induction and maintenance of general anaesthesia with ketamine.

Deep sedation and analgesia in dogs in concomitant use with butorphanol for medical and minor surgical procedures.

Premedication in dogs before induction and maintenance of general anaesthesia.


Non-invasive, mildly to moderately painful, procedures and examinations which require restraint, sedation and analgesia in dogs and cats. Deep sedation and analgesia in dogs in concomitant use with butorphanol for medical and minor surgical procedures. Premedication in dogs and cats before induction and maintenance of general anaesthesia.


Treatment of bipolar disorder, Treatment of schizophrenia


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic alpha-2 Receptor Agonists

Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Agonists.)


Analgesics, Non-Narcotic

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Central alpha-2 Adrenergic Agonist [EPC]; General Anesthesia [PE]; Adrenergic alpha2-Agonists [MoA]
5.3 ATC Code

N05CM18


QN05CM18


QN05CM18


QN05CM18


QN05CM18