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Database / Pharmaceutical impurity

Pharmaceutical impurity

4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine

4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine is listed in the pharmaceutical impurity collection under CAS 188416-28-6. Its represented structure has formula C6H5BrClFN2 and a calculated molecular weight of 239.47 g/mol.

2D chemical structure

B r N N C l F

Chemical identity

Catalog name
4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine
Common name
4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine
Chemical name
4-(1-bromoethyl)-6-chloro-5-fluoro-pyrimidine
CAS
188416-28-6
SMILES
CC(Br)c1ncnc(Cl)c1F
InChI
InChI=1S/C6H5BrClFN2/c1-3(7)5-4(9)6(8)11-2-10-5/h2-3H,1H3
InChIKey
AAESVRBYUDTWKH-UHFFFAOYSA-N
Associated API
Matrix - API Family Voriconazole

Record ID: A82686b5584b3

Computed properties

C6H5BrClFN2 Molecular formula
239.475 g/molMolecular weight
237.9309 DaMonoisotopic exact mass
25.78 ŲTopological polar surface area
2.725 Calculated LogP (Wildman–Crippen)
44.342 cm³/molMolar refractivity (Wildman–Crippen)
2 countHydrogen-bond acceptors
0 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD. 1 potential atom stereocenters have unspecified configuration.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 1 2 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

Br C Cl F H N 0 2 4 6 Number of atoms

Radar scale: 0–100 percentile within 25,771 distinct represented structures in this release, using the midpoint rank for ties. Larger values indicate a higher descriptor rank, not greater safety or toxicity. Element counts include hydrogen and combine isotopes under each element.

Radar values and percentile reference
DescriptorValuePercentile
Molecular weight239.47527.41
Calculated LogP (Wildman–Crippen)2.72556.43
Topological polar surface area25.789.48
Hydrogen-bond acceptors215.92
Hydrogen-bond donors011.28
Rotatable bonds (strict)112.12

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC6H5BrClFN2dimensionless
Molecular weight239.475g/mol
Monoisotopic exact mass237.9309Da
Topological polar surface area25.78Ų
Calculated LogP (Wildman–Crippen)2.725dimensionless
Molar refractivity (Wildman–Crippen)44.342cm³/mol
Hydrogen-bond acceptors2count
Hydrogen-bond donors0count
Rotatable bonds (strict)1count
Heavy atoms11count
Heteroatoms5count
Rings1count
Aromatic rings1count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles1count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles0count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.3333fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters1count
Unspecified atom stereocenters1count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area76.9369Ų
Valence electrons60count
Radical electrons0count
Bertz complexity266.7592index
Balaban J3.1651index

Ring categories overlap and should not be summed. No toxicity result, PDE, HBEL or acceptable intake is inferred from these descriptors.

Toxicological services and resources for 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine

Qualification and safety assessment of 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine

Explore toxicological qualification of 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine and ICH M7 mutagenic impurity assessment of 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine and acceptable intake and limit justification for 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

Other catalogue designations with the same represented structure

These are separate catalogue entries; shared structure does not establish interchangeable pharmacopoeial designations.

Identity sources and calculation method

Identifiers originate from the source catalogues and available public identity records. InChI and InChIKey on this page are generated from the displayed SMILES. RDKit validation checks the molecular representation; it does not independently verify every catalogue assignment.

Discuss an assessment for 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine

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