Identification | More | [Name]
4-Bromoisoquinoline | [CAS]
1532-97-4 | [Synonyms]
4-BROMOISOQUINOLINE LABOTEST-BB LT01143353 4-bromoisoqunoline 4-Bromoisquinoline 4-Isoquinolinyl Bromide NSC 56333 4-Bromoisoquinoline ,98% | [EINECS(EC#)]
216-244-8 | [Molecular Formula]
C9H6BrN | [MDL Number]
MFCD00006904 | [Molecular Weight]
208.05 | [MOL File]
1532-97-4.mol |
Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
40-43 °C (lit.) | [Boiling point ]
280-285 °C (lit.) | [density ]
1.5617 (rough estimate) | [refractive index ]
1.6641 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Refrigerator (+4°C) | [solubility ]
Chloroform, Methanol | [form ]
Crystalline Solid | [pka]
3.30±0.10(Predicted) | [color ]
White to light beige | [Usage]
Shows selective inhibition of cAMP-dependent protein kinase | [Detection Methods]
HPLC,NMR,GC | [BRN ]
114431 | [InChI]
InChI=1S/C9H6BrN/c10-9-6-11-5-7-3-1-2-4-8(7)9/h1-6H | [InChIKey]
SCRBSGZBTHKAHU-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC=C2)C(Br)=CN=1 | [CAS DataBase Reference]
1532-97-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Isoquinoline, 4-bromo-(1532-97-4) |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R21/22:Harmful in contact with skin and if swallowed . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S22:Do not breathe dust . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29334900 |
Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
Shows selective inhibition of cAMP-dependent protein kinase | [Preparation]
2-Alkynyl benzyl azides could smoothly undergo an electrocyclic reaction catalyzed by palladium to afford either 4-bromoisoquinoline or 4-bromoisquinolones selectively under different conditions. 4-Bromoisoquinoline was synthesised in the presence of PdBr2/CuBr2/LiBr in MeCN, and 4-bromoisoquinolone was selectively produced with PdBr2/CuBr2/HOAc in CH2ClCH2Cl[1].
| [Synthesis Reference(s)]
Journal of Heterocyclic Chemistry, 10, p. 409, 1973 DOI: 10.1002/jhet.5570100326 | [References]
[1] Hong-ping Zhang, Hongzhan Xiao, Hong‐Yan Li. “A Selective Synthesis of 4-Bromoisoquinoline and 4-Bromoisquinolone.” Journal of Chemical Research-s (2013).
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