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Chemistry

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Also known as: Phenibut, 1078-21-3, Fenibut, 4-amino-3-phenylbutyric acid, Phgaba, Phenylgamma

Molecular Formula

C₁₀H₁₃NO₂

Molecular Weight

179.22 g/mol

InChI Key

DAFOCGYVTAOKAJ-UHFFFAOYSA-N

FDA UNII

T2M58D6LA8

1 2D Structure

4-Amino-3-Phenylbutanoic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-amino-3-phenylbutanoic acid

2.1.2 InChI

InChI=1S/C10H13NO2/c11-7-9(6-10(12)13)8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)

2.1.3 InChI Key

DAFOCGYVTAOKAJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC=C(C=C1)C(CC(=O)O)CN

2.2 Other Identifiers

2.2.1 UNII

T2M58D6LA8

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-amino-3-phenylbutyric Acid

2. 4-amino-3-phenylbutyric Acid Hydrochloride

3. 4-amino-3-phenylbutyric Acid, (dl)-(+-)-mixture

4. 4-amino-3-phenylbutyric Acid, (l)-(-)-isomer

5. Beta-(aminomethyl)benzenepropanoic Acid

6. Beta-(aminomethyl)hydrocinnamic Acid

7. Beta-phenyl-gamma-aminobutyric Acid

8. Citrocard

9. Fenibut

10. Fenibut Citrate

11. Noophen

12. Phenibut

13. Phenybut

14. Phenyl-gaba

2.3.2 Depositor-Supplied Synonyms

1. Phenibut

2. 1078-21-3

3. Fenibut

4. 4-amino-3-phenylbutyric Acid

5. Phgaba

6. Phenylgamma

7. Phenigamma

8. Fenigama

9. Phenigam

10. Phenylgam

11. Pgaba

12. Fenigam

13. Phenygam

14. Beta-phenyl-gamma-aminobutyric Acid

15. Beta-(aminomethyl)hydrocinnamic Acid

16. Beta-phenyl-gamma-aminobutyrate

17. 4-amino-3-phenyl-butyric Acid

18. Beta-(aminomethyl)benzenepropanoic Acid

19. Benzenepropanoic Acid, .beta.-(aminomethyl)-

20. 4-amino-3-pheny-butyric Acid

21. T2m58d6la8

22. Dl-4-amino-3-phenylbutanoic Acid

23. Phenyl-gaba

24. Phenigama

25. Einecs 214-079-6

26. Brn 2804903

27. Unii-t2m58d6la8

28. Benzenepropanoic Acid, Beta-(aminomethyl)-

29. Phenibut; Fenibut

30. Benzenepropanoic Acid, Beta-(aminomethyl)-, Hydrochloride

31. Butyric Acid, 4-amino-3-phenyl-

32. Phenibut [who-dd]

33. Oprea1_183000

34. Oprea1_381119

35. 4-14-00-01723 (beilstein Handbook Reference)

36. (+/-)-fenibut

37. Schembl340838

38. 3-phenyl-4-aminobutanoic Acid

39. Chembl315818

40. Dtxsid70870838

41. Ex-a734

42. Chebi:136039

43. Hms3886k05

44. (s)-4-amino-3-phenylbutanoicacid

45. Albb-022462

46. Bcp10710

47. Bbl000576

48. Mfcd00456233

49. S4892

50. Stk182861

51. (+/-)-.beta.-phenyl-gaba

52. 3-amino-2-phenylpropanecarboxylic Acid

53. Akos000555914

54. Akos016347357

55. Ccg-266416

56. Db13455

57. Gs-3145

58. Benzenepropanoic Acid, B-(aminomethyl)-

59. 4-amino-3-phenylbutyric Acid [mi]

60. Ft-0600356

61. .beta.-(aminomethyl)hydrocinnamic Acid

62. D10509

63. D96082

64. .beta.-(aminomethyl)benzenepropanoic Acid

65. .beta.-phenyl-.gamma.-aminobutyric Acid

66. 078a213

67. Q419559

68. Z1436181457

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₃NO₂
Molecular Weight	179.22 g/mol
XLogP3	-1.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	179.094628657 g/mol
Monoisotopic Mass	179.094628657 g/mol
Topological Polar Surface Area	63.3 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	164
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anticonvulsants

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

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.)

Convulsants

Substances that act in the brain stem or spinal cord to produce tonic or clonic convulsions, often by removing normal inhibitory tone. They were formerly used to stimulate respiration or as antidotes to barbiturate overdose. They are now most commonly used as experimental tools. (See all compounds classified as Convulsants.)

GABA Agonists

Endogenous compounds and drugs that bind to and activate GAMMA-AMINOBUTYRIC ACID receptors (RECEPTORS, GABA). (See all compounds classified as GABA Agonists.)

Tranquilizing Agents

A traditional grouping of drugs said to have a soothing or calming effect on mood, thought, or behavior. Included here are the ANTI-ANXIETY AGENTS (minor tranquilizers), ANTIMANIC AGENTS, and the ANTIPSYCHOTIC AGENTS (major tranquilizers). These drugs act by different mechanisms and are used for different therapeutic purposes. (See all compounds classified as Tranquilizing Agents.)

4.2 ATC Code

N - Nervous system

N06 - Psychoanaleptics

N06B - Psychostimulants, agents used for adhd and nootropics

N06BX - Other psychostimulants and nootropics

N06BX22 - Phenibut

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API Reference Price

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