2-Cyclopropylthiazole-5-carbaldehyde

Name: 2-Cyclopropylthiazole-5-carbaldehyde
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CAS No. 877385-86-9
Cat. No. CS-0155392
Purity≥95%
MDL No.MFCD14615179

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Cyclopropylthiazole-5-carbaldehyde|CS-0155392

Structure of 877385-86-9

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General Information

CAS No. 877385-86-9
Cat. No. CS-0155392
Purity ≥95%
MDL No. MFCD14615179
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇NOS
Molecular Weight 153.20
Synonym(s) 2-cyclopropyl-5-Thiazolecarboxaldehyde
SMILES C1CC1C2=NC=C(C=O)S2

Description

2-Cyclopropylthiazole-5-carbaldehyde features a cyclopropyl group fused to a thiazole ring, delivering enhanced lipophilicity and metabolic stability. The aldehyde functionality enables direct conjugation in coupling reactions, facilitating rapid access to bioactive heterocycles under standard conditions.

Application

2-Cyclopropylthiazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of thiazole-based scaffolds through standard aldehyde transformations. Its cyclopropyl substitution enhances metabolic stability and modulates electronic properties, while the aldehyde group facilitates imine formation, reductive amination, and coupling reactions with nucleophiles. The compound exhibits bench stability and compatibility with common protecting groups, facilitating straightforward purification and integration into multi-step synthetic sequences for targeted API development.

Synthesis

Route1
- 36437-19-1
- In-stock
  
  20295-34-5
- ~%
- In-stock
  
  877385-86-9
References
- Boys, Mark L.; Schretzman, Lori A.; Chandrakumar, Nizal S.; Tollefson, Michael B.; Mohler, Scott B.; Downs, Victoria L.; Penning, Thomas D.; Russell, Mark A.; Wendt, John A.; Chen, Barbara B.; Stenmark, Heather G.; Wu, Hongwei; Spangler, Dale P.; Clare, Michael; Desai, Bipin N.; Khanna, Ish K.; Nguyen, Maria N.; Duffin, Tiffany; Engleman, V. Wayne; Finn, Mary Beth; Freeman, Sandra K.; Hanneke, Melanie L.; Keene, Jeffery L.; Klover, Jon A.; Nickols, G. Allen; Nickols, Maureen A.; Steininger, Christina N.; Westlin, Marisa; Westlin, William; Yu, Yi X.; Wang, Yaping; Dalton, Christopher R.; Norring, Sarah A. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 4 p. 839 - 844

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 29.96
LogP 1.833
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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2-Cyclopropylthiazole-5-carbaldehyde

CAS No. 877385-86-9

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