Lot numbers can be found on the outside label of a product:
2-Chloro-1H-indole-3-carbaldehyde
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CAS No. 5059-30-3
- Cat. No. CS-0156034
- Purity≥97%
- MDL No.MFCD00111620
*For research and further manufacturing use only, not for direct human use.
Structure of 5059-30-3
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General Information
- CAS No. 5059-30-3
- Cat. No. CS-0156034
- Purity ≥97%
- MDL No. MFCD00111620
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆ClNO
- Molecular Weight 179.60
- Synonym(s) 2-Chloro-indole-3-carbaldehyde
- SMILES C1=CC=C2C(=C1)C(=C(Cl)N2)C=O
Description
2-Chloro-1H-indole-3-carbaldehyde features a chlorinated indole core with a reactive aldehyde group at the 3-position, enabling direct coupling in C–C bond formation. This electron-deficient scaffold integrates readily into bioactive molecule design, particularly in medicinal chemistry and heterocyclic synthesis workflows.
Application
2-Chloro-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to indole-based scaffolds. The aldehyde functionality facilitates reductive amination, Grignard additions, and Ugi-type reactions, while the 2-chloro substituent offers orthogonal reactivity for subsequent functionalization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis workflows in API development and library generation.
Synthesis
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Route1
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In-stock
59-48-3 -
68-12-2 - ~81%
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In-stock
5059-30-3
References
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Majumder, Swarup; Bhuyan, Pulak J. Synlett, 2011 , # 2 art. no. D21010ST, p. 173 - 176
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Route2
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25250-89-9
- ~%
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In-stock
5059-30-3
References
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Novo Nordisk A/S Patent: US5783575 A1, 1998 ; US 5783575 A
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Route3
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134792-58-8
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68-12-2
- ~69%
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In-stock
5059-30-3
References
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Somei, Masanori; Sayama, Shinsuke; Naka, Katsumi; Shinmoto, Kotaro; Yamada, Fumio Heterocycles, 2007 , vol. 73, # C p. 537 - 554
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Safety Information
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 32.86
- LogP 2.6338
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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