CAS 917896-43-6

N-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-methyl-5-[4-(trifluoromethyl)phenyl]-4-pyrimidinamine

Description:

N-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-methyl-5-[4-(trifluoromethyl)phenyl]-4-pyrimidinamine is a chemical compound characterized by its bicyclic structure, which contributes to its unique three-dimensional conformation. The compound features a pyrimidine ring, which is a six-membered aromatic ring containing two nitrogen atoms, and is substituted with a trifluoromethyl group on one of the phenyl rings, enhancing its lipophilicity and potential biological activity. The stereochemistry indicated by the (1R,2R,4S) configuration suggests specific spatial arrangements of its substituents, which can significantly influence its interaction with biological targets. This compound may exhibit properties such as moderate to high solubility in organic solvents, and its trifluoromethyl group may impart unique electronic characteristics, potentially affecting its reactivity and binding affinity in pharmacological contexts. Overall, the structural features of this compound suggest it may have applications in medicinal chemistry, particularly in the development of targeted therapies.

Formula: C₁₉H₂₀F₃N₃

InChI: InChI=1S/C19H20F3N3/c1-11-23-10-16(13-4-6-15(7-5-13)19(20,21)22)18(24-11)25-17-9-12-2-3-14(17)8-12/h4-7,10,12,14,17H,2-3,8-9H2,1H3,(H,23,24,25)/t12-,14+,17+/m0/s1

InChI key: InChIKey=ADHZHPOKTRHZGT-DXCKQFNASA-N

SMILES: N(C=1C(=CN=C(C)N1)C2=CC=C(C(F)(F)F)C=C2)[C@H]3[C@]4(C[C@@](C3)(CC4)[H])[H]

Synonyms:

• N-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-methyl-5-[4-(trifluoromethyl)phenyl]-4-pyrimidinamine
• BHF 177
• 4-Pyrimidinamine, N-(1R,2R,4S)-bicyclo[2.2.1]hept-2-yl-2-methyl-5-[4-(trifluoromethyl)phenyl]-

BHF-177

CAS: 917896-43-6

BHF-177 is a positive allosteric modulator of the GABAB receptor. BHF-177 reduces self-administration of nicotine in animal studies.

Formula: C₁₉H₂₀F₃N₃

Color and Shape: Solid

Molecular weight: 347.38

Ref: TM-T26791