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SECOBARBITAL SODIUM

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Also known as: Immenoctal, Pramil, Sebar, Synate, Evronal sodium, Quinalbarbitone sodium

Molecular Formula

C₁₂H₁₇N₂NaO₃

Molecular Weight

260.26 g/mol

InChI Key

AXXJTNXVUHVOJW-UHFFFAOYSA-M

FDA UNII

XBP604F6UM

A barbiturate that is used as a sedative. Secobarbital is reported to have no anti-anxiety activity.

1 2D Structure

SECOBARBITAL SODIUM

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;5-pentan-2-yl-5-prop-2-enylpyrimidin-3-ide-2,4,6-trione

2.1.2 InChI

InChI=1S/C12H18N2O3.Na/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16;/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17);/q;+1/p-1

2.1.3 InChI Key

AXXJTNXVUHVOJW-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CCCC(C)C1(C(=O)NC(=O)[N-]C1=O)CC=C.[Na+]

2.2 Other Identifiers

2.2.1 UNII

XBP604F6UM

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Meballymal

2. Quinalbarbitone

3. Sebar

4. Secobarbital

5. Seconal

6. Seconal Sodium

7. Sodium, Secobarbital

2.3.2 Depositor-Supplied Synonyms

1. Immenoctal

2. Pramil

3. Sebar

4. Synate

5. Evronal Sodium

6. Quinalbarbitone Sodium

7. Barbosec

8. Sodium Seconal

9. Sodium Secobarbital

10. 309-43-3

11. Bipanal

12. Evrronal

13. Imesonal

14. Quinalspan

15. Sedutain

16. Trisomnin

17. Bipinal Sodium

18. Seconal Sodium

19. Meballymal Sodium

20. Seco 8

21. Sodium Quinalbarbitone

22. (rs)-secobarbital Sodium

23. Xbp604f6um

24. 5-allyl-5-(1-methylbutyl)barbituric Acid Sodium Salt

25. 2,4,6(1h,3h,5h)-pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, Monosodium Salt

26. Nsc-10818

27. 5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1h,3h,5h)-pyrimidinetrione Monosodium Salt

28. Dea No. 2315

29. Sodium 5-allyl-5-(1-methylbutyl)barbiturate

30. Dormatylan

31. Dormona

32. 5-allyl-5-(1-methylbutyl)malonylurea Sodium Salt

33. Barbituric Acid, 5-allyl-5-(1-methylbutyl)-, Sodium Salt

34. Secobarbitone Sodium

35. Einecs 206-218-4

36. Nsc 10818

37. Secobarbital Sodium [jan]

38. Unii-xbp604f6um

39. Propylmethylcarbinylallyl Barbituric Acid Sodium Salt

40. Seconal Sodium (tn)

41. Secobarbital Sodium [usp:inn:ban:jan]

42. Secobarbital Sodium (jan/usp)

43. Chembl1200903

44. Secobarbital Sodium [mi]

45. Secobarbital Sodium [vandf]

46. Secobarbital Sodium [mart.]

47. Secobarbital Sodium [who-dd]

48. Secobarbital Sodium [green Book]

49. Secobarbital Sodium [orange Book]

50. Secobarbital Sodium [usp Impurity]

51. Secobarbital Sodium [usp Monograph]

52. D01310

53. Q27293769

54. Sodium;5-pentan-2-yl-5-prop-2-enylpyrimidin-3-ide-2,4,6-trione

55. 2,4,6(1h,3h,5h)-pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propen-1-yl)-, Sodium Salt (1:1)

2.4 Create Date

2007-02-09

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₇N₂NaO₃
Molecular Weight	260.26 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	260.11368669 g/mol
Monoisotopic Mass	260.11368669 g/mol
Topological Polar Surface Area	64.2 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	370
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Seconal sodium
PubMed Health	Secobarbital (By mouth)
Drug Classes	Sedative
Drug Label	The barbiturates are nonselective central nervous system (CNS) depressants that are primarily used as sedative hypnotics. In subhypnotic doses, they are also used as anticonvulsants. The barbiturates and their sodium salts are subject to control unde...
Active Ingredient	Secobarbital sodium
Dosage Form	Capsule
Route	Oral
Strength	100mg; 50mg
Market Status	Prescription
Company	Marathon Pharms

2 of 2
Drug Name	Seconal sodium
PubMed Health	Secobarbital (By mouth)
Drug Classes	Sedative
Drug Label	The barbiturates are nonselective central nervous system (CNS) depressants that are primarily used as sedative hypnotics. In subhypnotic doses, they are also used as anticonvulsants. The barbiturates and their sodium salts are subject to control unde...
Active Ingredient	Secobarbital sodium
Dosage Form	Capsule
Route	Oral
Strength	100mg; 50mg
Market Status	Prescription
Company	Marathon Pharms

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.)

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.)