buspirone Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
anxiolytics, buspirone derivatives	437	36505-84-7

Description:

Molecule

Description

Molfile Inchi Smiles Synonyms: buspirone buspin buspirone hydrochloride buspirone HCl

An anxiolytic agent and serotonin receptor agonist belonging to the azaspirodecanedione class of compounds. Its structure is unrelated to those of the BENZODIAZAPINES, but it has an efficacy comparable to DIAZEPAM. Molecular weight: 385.51 Formula: C21H31N5O2 CLOGP: 2.19 LIPINSKI: 0 HAC: 7 HDO: 0 TPSA: 69.64 ALOGS: -2.82 ROTB: 6 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Drug dosage:

Dose	Unit	Route
30	mg	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	0.02 mg/mL	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	0.10 %	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	2.59 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	3.90 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

Date	Agency	Company	Orphan
Sept. 29, 1986	FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Completed suicide	1762.71	76.01	342	429	20692	2336622
Toxicity to various agents	678.31	76.01	174	597	32580	2324734
Cardio-respiratory arrest	191.94	76.01	50	721	9096	2348218
Respiratory arrest	185.42	76.01	45	726	6133	2351181
Overdose	178.40	76.01	56	715	19851	2337463
Poisoning	156.91	76.01	34	737	2786	2354528
Cardiac arrest	154.66	76.01	47	724	14883	2342431
Hypothermia	131.28	76.01	28	743	2120	2355194
Serotonin syndrome	101.92	76.01	25	746	3515	2353799
Rhabdomyolysis	99.61	76.01	28	743	6676	2350638
Intentional overdose	85.14	76.01	28	743	11293	2346021
Neuroleptic malignant syndrome	76.93	76.01	18	753	2062	2355252

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Completed suicide	504.36	51.06	116	295	16196	1730174
Toxicity to various agents	186.58	51.06	61	350	29080	1717290
Electrocardiogram QRS complex prolonged	116.60	51.06	21	390	754	1745616
Anxiety	92.20	51.06	31	380	15496	1730874
Serotonin syndrome	84.52	51.06	20	391	2768	1743602
Drug abuse	83.84	51.06	28	383	13661	1732709
Cardiogenic shock	81.71	51.06	19	392	2435	1743935
Respiratory arrest	78.96	51.06	22	389	5817	1740553
Intentional overdose	73.03	51.06	22	389	7648	1738722
Cardiac arrest	68.28	51.06	25	386	15905	1730465
Muscle necrosis	68.18	51.06	11	400	199	1746171
Bradycardia	62.17	51.06	21	390	10513	1735857
Seizure	58.75	51.06	24	387	20417	1725953
Cardio-respiratory arrest	56.67	51.06	19	392	9274	1737096
Agitation	53.49	51.06	19	392	11007	1735363

Pharmacologic Action:

Source	Code	Description
ATC	N05BE01	NERVOUS SYSTEM PSYCHOLEPTICS ANXIOLYTICS Azaspirodecanedione derivatives
MeSH PA	D014151	Anti-Anxiety Agents
MeSH PA	D002491	Central Nervous System Agents
MeSH PA	D002492	Central Nervous System Depressants
MeSH PA	D018377	Neurotransmitter Agents
MeSH PA	D011619	Psychotropic Drugs
MeSH PA	D018490	Serotonin Agents
MeSH PA	D017366	Serotonin Receptor Agonists
CHEBI has role	CHEBI:35941	serotonergic agonist
CHEBI has role	CHEBI:35717	sedative
CHEBI has role	CHEBI:35474	anxiolytic drug
MeSH PA	D014149	Tranquilizing Agents

Drug Use (View source of the data)

Disease	Relation	SNOMED_ID	DOID
Generalized anxiety disorder	indication	21897009	DOID:14320
Acute nephropathy	contraindication	58574008
Hepatic failure	contraindication	59927004

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	7.51	Basic
pKa2	2.23	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
5-hydroxytryptamine receptor 1A	GPCR	P08908	5HT1A_HUMAN	PARTIAL AGONIST	EC50	7.25		WOMBAT-PK	CHEMBL
D(4) dopamine receptor	GPCR	P21917	DRD4_HUMAN		Ki	7		WOMBAT-PK
Alpha-1D adrenergic receptor	GPCR	P25100	ADA1D_HUMAN		Ki	6.28		DRUG MATRIX
D(2) dopamine receptor	GPCR	P14416	DRD2_HUMAN		Ki	7.68		WOMBAT-PK
Alpha-1A adrenergic receptor	GPCR	P35348	ADA1A_HUMAN		Ki	6.44		WOMBAT-PK
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN		Ki	6.04		WOMBAT-PK
5-hydroxytryptamine receptor 2B	GPCR	P41595	5HT2B_HUMAN		Ki	6.41		WOMBAT-PK
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN		Ki	6.60		WOMBAT-PK
Cytochrome P450 3A4	Enzyme	P08684	CP3A4_HUMAN		Ki	5.13		WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2	Ion channel	Q12809	KCNH2_HUMAN		IC50	5.40		CHEMBL
Solute carrier family 22 member 2	Transporter	O15244	S22A2_HUMAN		IC50	4.92		CHEMBL
D(3) dopamine receptor	GPCR	P35462	DRD3_HUMAN		Ki	6.18		CHEMBL
Multidrug and toxin extrusion protein 2	Transporter	Q86VL8	S47A2_HUMAN		IC50	4.34		CHEMBL
Multidrug and toxin extrusion protein 1	Transporter	Q96FL8	S47A1_HUMAN		IC50	5.77		CHEMBL
Sigma non-opioid intracellular receptor 1	Membrane receptor	Q99720	SGMR1_HUMAN		Ki	7.32		WOMBAT-PK
Membrane-associated progesterone receptor component 1	Membrane receptor		PGRC1_RAT		IC50	5.47		DRUG MATRIX
Sigma non-opioid intracellular receptor 1	Membrane receptor		SGMR1_RAT		Ki	7.32		CHEMBL
D(1A) dopamine receptor	GPCR		DRD1_BOVIN		Ki	5.21		CHEMBL
Adrenergic receptor alpha-1	GPCR		ADA1A_RAT ADA1B_RAT ADA1D_RAT		Ki	6.86		CHEMBL
D(2) dopamine receptor	GPCR		DRD2_BOVIN		Ki	7.36		CHEMBL
Serotonin 2 (5-HT2) receptor	GPCR		5HT2A_RAT 5HT2B_RAT 5HT2C_RAT		Ki	6.76		CHEMBL
Dopamine receptor	GPCR		DRD1_RAT DRD2_RAT DRD3_RAT DRD4_RAT DRD5_RAT		IC50	6.92		CHEMBL
Adrenergic receptor alpha-2	GPCR		ADA2A_RAT ADA2B_RAT ADA2C_RAT		IC50	5		CHEMBL
Alpha-1A adrenergic receptor	GPCR		ADA1A_BOVIN		IC50	4.80		CHEMBL
Alpha-2A adrenergic receptor	GPCR		ADA2A_BOVIN		IC50	5		CHEMBL
Serotonin 1 (5-HT1) receptor	GPCR		5HT1A_RAT 5HT1B_RAT 5HT1D_RAT 5HT1F_RAT		IC50	7.02		CHEMBL
5-hydroxytryptamine receptor 1B	GPCR		5HT1B_RAT		Ki	7.77		CHEMBL
5-hydroxytryptamine receptor 1A	GPCR		5HT1A_RAT		Ki	8.42		CHEMBL
5-hydroxytryptamine receptor 2A	GPCR		5HT2A_BOVIN		Ki	6.75		CHEMBL
D(2) dopamine receptor	GPCR		DRD2_RAT		Ki	6.92		CHEMBL
5-hydroxytryptamine receptor 2C	GPCR		5HT2C_RAT		IC50	6		CHEMBL
5-hydroxytryptamine receptor 2A	GPCR		5HT2A_RAT		Ki	6.32		CHEMBL
5-hydroxytryptamine receptor 7	GPCR		5HT7R_MOUSE	ANTAGONIST	Ki	6.40		IUPHAR
5-hydroxytryptamine receptor 7	GPCR		5HT7R_RAT	AGONIST	Ki	6.40		IUPHAR

External reference:

ID	Source
D002065	MESH_DESCRIPTOR_UI
4019646	VUID
N0000147739	NUI
C0006462	UMLSCUI
D00702	KEGG_DRUG
207LT9J9OC	UNII
33386-08-2	SECONDARY_CAS_RN
91452003	SNOMEDCT_US
4019646	VANDF
1827	RXNORM
387523009	SNOMEDCT_US
d00182	MMSL
004586	NDDF
CHEMBL49	ChEMBL_ID
DB00490	DRUGBANK_ID
CHEMBL1200399	ChEMBL_ID
3456	INN_ID
CHEBI:3223	CHEBI
36	IUPHAR_LIGAND_ID
2477	PUBCHEM_CID

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0093-0053	TABLET	5 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0093-0054	TABLET	10 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0093-1003	TABLET	15 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0093-5200	TABLET	30 mg	ORAL	ANDA	14 sections
Buspirone HCl	HUMAN PRESCRIPTION DRUG LABEL	1	0115-1690	TABLET	5 mg	ORAL	ANDA	14 sections
Buspirone HCl	HUMAN PRESCRIPTION DRUG LABEL	1	0115-1691	TABLET	10 mg	ORAL	ANDA	14 sections
Buspirone HCl	HUMAN PRESCRIPTION DRUG LABEL	1	0115-1692	TABLET	15 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0378-1140	TABLET	5 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0378-1145	TABLET	7.50 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0378-1150	TABLET	10 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0378-1165	TABLET	15 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0378-1175	TABLET	30 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-4575	TABLET	10 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-4595	TABLET	5 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-4596	TABLET	15 mg	ORAL	ANDA	15 sections
BusPIRone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-5548	TABLET	7.50 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7633	TABLET	5 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7634	TABLET	10 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7635	TABLET	15 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7689	TABLET	15 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7714	TABLET	5 mg	ORAL	ANDA	15 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0615-7718	TABLET	10 mg	ORAL	ANDA	15 sections
Buspirone hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	0904-6899	TABLET	15 mg	ORAL	ANDA	14 sections
Buspirone HCl	HUMAN PRESCRIPTION DRUG LABEL	1	10544-176	TABLET	10 mg	ORAL	ANDA	14 sections
BUSPIRONE HYDROCHLORIDE	HUMAN PRESCRIPTION DRUG LABEL	1	16590-375	TABLET	30 mg	ORAL	ANDA	15 sections
BUSPIRONE HCl	HUMAN PRESCRIPTION DRUG LABEL	1	16590-579	TABLET	15 mg	ORAL	ANDA	13 sections
BUSPIRONE	HUMAN PRESCRIPTION DRUG LABEL	1	16590-600	TABLET	10 mg	ORAL	ANDA	13 sections
BUSPIRONE HYDROCHLORIDE	HUMAN PRESCRIPTION DRUG LABEL	1	16590-727	TABLET	7.50 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	16729-200	TABLET	5 mg	ORAL	ANDA	14 sections
Buspirone Hydrochloride	HUMAN PRESCRIPTION DRUG LABEL	1	16729-201	TABLET	7.50 mg	ORAL	ANDA	14 sections