Anagrelide (CED0007597)

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:20 UTC

Update Date

2026-08-18 04:25:05 UTC

Accession Number

CHEM022077

Identification

Common Name

Anagrelide

Class

Small Molecule

Description

Anagrelide is an organic compound with the formula C10H7Cl2N3O and an average molecular weight of 256.09 g/mol. Anagrelide belongs to the benzodiazines, a subclass of diazanaphthalenes within the organic compounds. It is recorded as an inhibitor of the protein target cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A (PDE3A). The compound is found in or released from two recorded sources: antennas within electrical and electronic equipment, and antineoplastic agents used in healthcare, pharmaceuticals, and veterinary products. The recorded route of exposure for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Anagrelida	ChEBI
Anagrelidum	ChEBI
BL-4162a	HMDB
Agrelin	HMDB
Imidazo(2,1-b)quinazolin-2(3H)-one, 6,7-dichloro-1,5-dihydro-, monohydrochloride	HMDB
6,7-Dichloro-1,5-dihydroimidazo(2,1-b)quinazolin-2(3H)-one hydrochloride	HMDB
Anagrelide hydrochloride	HMDB
Agrylin	HMDB

Chemical Formula

C₁₀H₇Cl₂N₃O

Average Molecular Mass

256.088 g/mol

Monoisotopic Mass

254.997 g/mol

CAS Registry Number

68475-42-3

IUPAC Name

6,7-dichloro-1H,2H,3H,5H-imidazolidino[2,1-b]quinazolin-2-one

Traditional Name

anagrelide

SMILES

ClC1=CC=C2N=C3NC(=O)CN3CC2=C1Cl

InChI Identifier

InChI=1S/C10H7Cl2N3O/c11-6-1-2-7-5(9(6)12)3-15-4-8(16)14-10(15)13-7/h1-2H,3-4H2,(H,13,14,16)

InChI Key

OTBXOEAOVRKTNQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Aryl chloride
Aryl halide
Benzenoid
3-imidazoline
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

imidazoquinazoline (CHEBI:142290 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	1.95	ALOGPS
logP	1.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.55	ChemAxon
pKa (Strongest Basic)	3.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	63.25 m³·mol⁻¹	ChemAxon
Polarizability	23.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-05fu-6790000000-c1e9f41cee65873be06e	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0490000000-03df7de701116d2d73fc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-e8b3a7f5796e22f53658	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-002b-0950000000-b8c3541fb23ae10e2269	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0090000000-d21e45412f17c227abd3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0090000000-102774526a55c3c04a86	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-0190000000-875bbead14cce9504096	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-3f622f4ee02de52e0106	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-2d627694d9ac02331074	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0159-4290000000-e19fc941d00cc513fbea	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0090000000-1d28873247abf5ca835e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0090000000-1d28873247abf5ca835e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00bi-0590000000-3c538f3f8332765f4496	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-e2f0c02f41b77a097d34	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-05fc2254e352e0a57c1a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002r-0190000000-779e8518ef504ace69bb	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1073.0	Log mg/kg	[600:1900]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
358	Antineoplastic agents	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

1 pathway

Anagrelide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	1008.93
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	1492.21
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	1526.7
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28221	Humans	Predicted (SEA)	799.044
Click to view 3D structure	5-hydroxytryptamine receptor 5A	P47898	Humans	Predicted (SEA)	462.502
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	1918.36
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	1079.46
Click to view 3D structure	5-hydroxytryptamine receptor 3A	P46098	Humans	Predicted (SEA)	707.027
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	2887.12
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	4319.54
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	4324.84
Click to view 3D structure	Alpha-2A adrenergic receptor	P22909	Rattus norvegicus	Predicted (SEA)	575.695
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	4713.69
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	4033.29
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	4272.68
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	3459.39
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	3621.94
Click to view 3D structure	D(1A) dopamine receptor	P18901	Rattus norvegicus	Predicted (SEA)	1915.71
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	4000.13
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	4058.36
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	4332.23
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	2435.36
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	3154.37
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	7015.93
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	4144.15