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Technical details about Osemozotan Hydrochloride, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Osemozotan hydrochloride, Osemozotan hcl, 137275-80-0, Mkc-242, F0wkfypql8, 137275-80-0 (hcl)
Molecular Formula
C19H22ClNO5
Molecular Weight
379.8  g/mol
InChI Key
GGNCUSDIUUCNKE-RSAXXLAASA-N
FDA UNII
F0WKFYPQL8

MN-305 is a novel, potent and highly selective serotonin 5-HT1A receptor agonist under development by MediciNova for the treatment of anxiety disorders beginning with Generalized Anxiety Disorder (GAD).
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(1,3-benzodioxol-5-yloxy)-N-[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]propan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C19H21NO5.ClH/c1-2-5-18-16(4-1)22-12-15(25-18)11-20-8-3-9-21-14-6-7-17-19(10-14)24-13-23-17;/h1-2,4-7,10,15,20H,3,8-9,11-13H2;1H/t15-;/m0./s1
2.1.3 InChI Key
GGNCUSDIUUCNKE-RSAXXLAASA-N
2.1.4 Canonical SMILES
C1C(OC2=CC=CC=C2O1)CNCCCOC3=CC4=C(C=C3)OCO4.Cl
2.1.5 Isomeric SMILES
C1[C@@H](OC2=CC=CC=C2O1)CNCCCOC3=CC4=C(C=C3)OCO4.Cl
2.2 Other Identifiers
2.2.1 UNII
F0WKFYPQL8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-(3-((1,4-benzodioxan-2-ylmethyl)amino)propoxy)-1,3-benzodioxole Hydrochloride

2. Mkc 242

3. Mkc-242

4. Osemozotan

2.3.2 Depositor-Supplied Synonyms

1. Osemozotan Hydrochloride

2. Osemozotan Hcl

3. 137275-80-0

4. Mkc-242

5. F0wkfypql8

6. 137275-80-0 (hcl)

7. Osemozotan (hydrochloride)

8. Mkc 242

9. 1,4-benzodioxin-2-methanamine, N-[3-(1,3-benzodioxol-5-yloxy)propyl]-2,3-dihydro-, Hydrochloride (1:1), (2s)-

10. Mci-242

11. 1,4-benzodioxin-2-methanamine, N-(3-(1,3-benzodioxol-5-yloxy)propyl)-2,3-dihydro-, Hydrochloride (1:1), (2s)-

12. 5-(3-((2s)-(1,4-benzodioxan-2-ylmethyl)amino)propoxy)-1,3-benzodioxol

13. Unii-f0wkfypql8

14. 1,4-benzodioxin-2-methanamine, 2,3-dihydro-n-(3-(1,3-benzodioxol-5-yloxy)propyl)-, Hydrochloride, (s)-

15. Schembl678900

16. Dtxsid00929762

17. Db05339

18. Hy-100426a

19. Cs-0018819

20. 3-(1,3-benzodioxol-5-yloxy)-n-[[(3s)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]propan-1-amine;hydrochloride

21. 3-[(2h-1,3-benzodioxol-5-yl)oxy]-n-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]propan-1-amine--hydrogen Chloride (1/1)

22. 5-(3-((1,4-benzodioxan-2-ylmethyl)amino)propoxy)-1,3-benzodioxole Hydrochloride, S-

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 379.8 g/mol
Molecular Formula C19H22ClNO5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass379.1186505 g/mol
Monoisotopic Mass379.1186505 g/mol
Topological Polar Surface Area58.2 Ų
Heavy Atom Count26
Formal Charge0
Complexity409
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 Indication

Investigated for use/treatment in anxiety disorders, depression, insomnia, and neurologic disorders.


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

MN-305 is a potent and highly-selective full agonist at the serotonin 5-HT1A receptor under development by MediciNova both for the treatment of insomnia, as well as for anxiety disorders such as Generalized Anxiety Disorder (GAD). MN-305 has been evaluated in an extensive preclinical toxicology program which showed no evidence of inducing genetic mutations, immune response or cancer. MN-305 has also proved to be consistently well-tolerated in clinical safety, efficacy and pharmacokinetic studies in over 1,200 subjects.


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