Basic information
- CAS
325715-02-4- Standard SMILES
CC(=O)N(C)c1cccc(-c2ccnc3c(C(=O)c4cccs4)cnn23)c1- InChIKey
CBIAWPMZSFFRGN-UHFFFAOYSA-N- Molecular formula
- C20H16N4O2S
- Average molar mass
- 376.4 g/mol
- Monoisotopic mass
- 376.09939694
Names & identifiers
- Preferred name
- Indiplon
- IUPAC
- N-methyl-N-[3-[3-(thiophene-2-carbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]acetamide
- English name
- Indiplon
- Molecular formula
- C20H16N4O2S
- Molecular weight
- 376.43
Names & synonyms
Indiplon325715-02-4NBI-34060CalenthysN-methyl-N-[3-[3-(thiophene-2-carbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]acetamide8BT63DA42EIndiploneN-methyl-N-(3-(3-(thiophene-2-carbonyl)pyrazolo[1,5-a]pyrimidin-7-yl)phenyl)acetamideCL-285489DTXSID80186270N-methyl-N-{3-[3-(thiophene-2-carbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl}acetamideindiplonum
Show more names
CS-779CL 285,489)Unii-8bt63da42eIndiplon (NBI 34060AcetaMide,N-Methyl-N-[3-[3-(2-thienylcarbonyl)pyrazolo[1,5-a]pyrN-Methyl-N-[3-[3-[2-thienylcarbonyl]pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]acetamideN-Methyl-N-[3-[3-(thien-2-ylcarbonyl)pyrazolo[1,5-a]pyrimidin-7-yl]phenyl]acetamide
N-methyl-N-(3-(3-((thiophen-2-yl)carbonyl)pyrazolo(1,5-a)pyrimidin-7-yl)phenyl)acetamideN-methyl-N-(3-(3-(thiophene-2-carbonyl)pyrazolo(1,5-a)pyrimidin-7-yl)phenyl)acetamideN-methyl-N-(3-{3-[(thiophen-2-yl)carbonyl]pyrazolo[1,5-a]pyrimidin-7-yl}phenyl)acetamideRefChem:790919DTXCID90108761Indiplon-d3NBI 34060Indiplon [USAN:INN]
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 95.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 574
Physicochemical properties
- Melting point
- 192 oC · >192oC (dec.)
- Density
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- storage temp.
- 4 °C · Store at +4°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly, Heated)
- pka
- -1.42 · -1.42±0.50(Predicted)
- form
- Solid
- color
- Light Yellow to Dark Yellow
- InChI
- 1S/C20H16N4O2S/c1-13(25)23(2)15-6-3-5-14(11-15)17-8-9-21-20-16(12-22-24(17)20)19(26)18-7-4-10-27-18/h3-12H,1-2H3
- InChIKey
- CBIAWPMZSFFRGN-UHFFFAOYSA-N
- SMILES
- [s]1c(ccc1)C(=O)c2c3[n](nc2)C(=CC=N3)c4cc(ccc4)N(C)C(=O)C
- FDA UNII
- 8 BT63DA42E · 8BT63DA42E
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Metabolism/MetabolitesIndiplon has known human metabolites that include N-Desmethylindiplon.
MeSH Pharmacological Classification
Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
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.
Applications
DescriptionIndiplon is a pyrazolopyrimidine that acts as a high-affinity positive allosteric modulator of the GABAA receptor, potentiating GABA-activated chloride currents in a dose-dependent and reversible manner. Indiplon is selective for α1 subunits (EC50 = 2.6 nM) as compared with α2, α3, or α5 (EC50 = 24, 60, and 77 nM). Through this action, indiplon has sedative and hypnotic effects that can improve sleep onset, maintenance, and duration.
UsesIndiplon is a member of pyrimidines with sedative, hypnotic. Indiplon has been used in trials studying the treatment of Insomnia and Depression.
Suppliers59 total
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Related reactions
1 records
Compound notes
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