Lot numbers can be found on the outside label of a product:
1-Chloro-4-methylisoquinoline
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CAS No. 24188-78-1
- Cat. No. CS-0099332
- Purity≥97%
- MDL No.MFCD18448753
*For research and further manufacturing use only, not for direct human use.
Structure of 24188-78-1
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General Information
- CAS No. 24188-78-1
- Cat. No. CS-0099332
- Purity ≥97%
- MDL No. MFCD18448753
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈ClN
- Molecular Weight 177.63
- Synonym(s) 1-chloro-4-methyl-isoquinoline
- SMILES CC1=CN=C(C2=C1C=CC=C2)Cl
Description
1-Chloro-4-methylisoquinoline is a halogenated isoquinoline derivative featuring a chlorine atom at the 1-position and a methyl group at the 4-position. This configuration imparts enhanced electrophilicity and stability, enabling efficient coupling in transition metal-catalyzed reactions. The compound serves as a valuable scaffold for constructing complex heterocyclic architectures in medicinal chemistry and materials science.
Application
1-Chloro-4-methylisoquinoline serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro substituent. The 4-methyl group enhances electronic stability and improves solubility in organic media, facilitating purification and scale-up. This compound functions effectively in C–H functionalization and Suzuki-Miyaura coupling protocols, offering predictable reactivity for constructing complex isoquinoline-based scaffolds in API development.
Synthesis
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Route1
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77077-83-9 - ~91%
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In-stock
24188-78-1
References
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Bristol-Myers Squibb Company Patent: US2008/107624 A1, 2008 ; Location in patent: Page/Page column 60 ;
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Route2
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103261-29-6 - ~%
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In-stock
24188-78-1
References
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Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael Patent: US2013/115190 A1, 2013 ; Location in patent: Page/Page column ;
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Route3
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1196-39-0
- ~%
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In-stock
24188-78-1
References
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Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael Patent: US2013/115190 A1, 2013 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 3.19662
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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