Lurasidone
Also known as lurasidona, lurasidonum, SM-13496 FREE BASE
Key facts
What buyers check first
- CAS number
- 367514-87-2
- Formula
- C28H36N4O2S
- Molar mass
- 492.69 g/mol
- Flash point
- 9.7 ยฐC
- HS code
- 293499
- Category
- Central nervous system drugs
What is Lurasidone?
Plain description, key identifiers and synonyms
Lurasidone is an N-arylpiperazine that is (3aR,4S,7R,7aS)-2-{[(1R,2R)-2-(piperazin-1-ylmethyl)cyclohexyl]methyl}hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione in which position N4 of the piperazine ring is substituted by a 1,2-benzothiazol-3-yl group. Lurasidone is used (generally as the hydrochloride salt) as an atypical antipsychotic for the treatment of schizophrenia. It has a role as an adrenergic antagonist, a serotonergic antagonist, a dopaminergic antagonist and a second generation antipsychotic. It is a dicarboximide, a bridged compound, a N-arylpiperazine and a 1,2-benzisothiazole. It is functionally related to a maleimide. It is a conjugate base of a lurasidone(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (1R,2S,6R,7S)-4-[[(1R,2R)-2-[[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl]cyclohexyl]methyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
- CAS number
- 367514-87-2 CAS number cross-checked
- EC number
- 696-042-8
- Molecular formula
- C28H36N4O2S
- UNII
- 22IC88528T
- MDL number
- MFCD14635357
- InChIKey
- PQXKDMSYBGKCJA-CVTJIBDQSA-N
- InChI
- InChI=1S/C28H36N4O2S/c33-27-24-18-9-10-19(15-18)25(24)28(34)32(27)17-21-6-2-1-5-20(21)16-30-11-13-31(14-12-30)26-22-7-3-4-8-23(22)35-29-26/h3-4,7-8,18-21,24-25H,1-2,5-6,9-17H2/t18-,19+,20-,21-,24+,25-/m0/s1
- Canonical SMILES
- O=C1C2C3CCC(C3)C2C(=O)N1CC1CCCCC1CN1CCN(c2nsc3ccccc23)CC1
- Isomeric SMILES
- C1CC[C@H]([C@@H](C1)CN2CCN(CC2)C3=NSC4=CC=CC=C43)CN5C(=O)[C@H]6[C@@H]7CC[C@@H](C7)[C@H]6C5=O
Synonyms
- lurasidona
- lurasidonum
- SM-13496 FREE BASE
- (3aR,4S,7R,7aS)-2-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
- N-(2-(4-(1,2-benzisothiazol-3-yl)-1-piperazinylmethyl)-1-cyclohexylmethyl)-2,3-bicyclo(2.2.1)heptanedicarboximide
- (3aR,4S,7R,7aS)-2-(((1R,2R)-2-((4-(1,2-benzothiazol-3-yl)piperazin-1-yl)methyl)cyclohexyl)methyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
- (3aR,4S,7R,7aS)-2-((1R,2R)-2-(4-(1,2-Benzothiazol-3-yl)piperazin-1-ylmethyl)cyclohexylmethyl)hexahydro-4,7-methano-2H-isoindole-1,3-dione
- (1R,2S,6R,7S)-4-[[(1R,2R)-2-[[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl]cyclohexyl]methyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
- (1S,2R,6S,7R)-4-[[(1R,2R)-2-[[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl]cyclohexyl]methyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
- Lurasindone
- (3aR,4S,7R,7aS)-2-{(1R,2R)-2-(4-(1,2-Benzisothiazol-3-yl)piperazin-1-ylmethyl)cyclohexylmethyl}hexahydro-4,7-methano-2H-isoindole-1,3-dione
- (3aR,4S,7R,7aS)-2-{(1R,2R)-2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-ylmethyl]cyclohexylmethyl}hexahydro-4,7-methano-2H-isoindole-1,3-dione
- PS34 - Lurasidone
- Lurasidone (Standard)
- PDSP2_001043
- (1R,2S,6R,7S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.0,2,6]decane-3,5-dione
- (1R,2S,6R,7S)-4-{[(1R,2R)-2-{[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]methyl}cyclohexyl]methyl}-4-azatricyclo[5.2.1.0?,?]decane-3,5-dione
- 4,7-Methano-1H-isoindole-1,3(2H)-dione, 2-[[(1R,2R)-2-[[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]methyl]cyclohexyl]methyl]hexahydro-, (3aR,4S,7R,7aS)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Flash point | 9.7 ยฐCexp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 492.69 g/molcalc.Computed value |
|---|---|
| Exact mass | 492.2559 Dacalc.Computed value |
| LogP (octanol/water) | 4.26calc.Computed value |
| Topological polar surface area | 56.75 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 35calc.Computed value |
| Rings | 7calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.68calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1C2C3CCC(C3)C2C(=O)N1CC1CCCCC1CN1CCN(c2nsc3ccccc23)CC1
7 rings, 35 atoms.
19 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302 + H332Harmful if swallowed. Harmful if inhaled.
- H302Harmful if swallowed.
- H317May cause an allergic skin reaction.
- H332Harmful if inhaled.
- H336May cause drowsiness or dizziness.
- H351Suspected of causing cancer.
- H361Suspected of damaging fertility or the unborn child.
- H413May cause long lasting harmful effects to aquatic life.
Precautionary statements (21)
- P203Obtain, read and follow all safety instructions before use.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P317Get medical help.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidLurasidone suppliers
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- ChinaUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- China, JinanUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- India, Mumbai ManufacturerUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- China, BeijingUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- India, Surat ManufacturerUnclaimed profileLurasidoneGrade, purity and minimum order on requestPrice on request
- Price on request
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Where suppliers are based
59 suppliers in 13 countries
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Lurasidone price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Antipsychotic.
Industries and functions
Roles
- adrenergic agent
- adrenergic antagonist
- antagonist
- antipsychotic agent
- central nervous system depressant
- central nervous system drug
- dopaminergic agent
- dopaminergic antagonist
- neurotransmitter agent
- pharmaceutical
- psychotropic drug
- second generation antipsychotic
- serotonergic antagonist
- serotonergic drug
- tranquilizing drug
Pharmacology
Lurasidone is an Atypical Antipsychotic.
How it is made
Preparation: I. Saji et al., European Patent Office patent 464846, eidem, United States of America patent 5532372 (1992, 1996 both to Sumitomo).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Lurasidone is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Lurasidone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Lurasidone, based on the data on this page
What is Lurasidone?
What is the CAS number of Lurasidone?
What is the molecular formula and weight of Lurasidone?
What is Lurasidone used for?
Is Lurasidone hazardous?
What is the HS code of Lurasidone?
Where can I buy Lurasidone?
Where can I buy Lurasidone in India?
What is the price of Lurasidone?
Guides for buyers
Practical guides that help when you source, ship or handle Lurasidone
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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