4-(Morpholine-4-sulfonyl)benzoic acid

Name: 4-(Morpholine-4-sulfonyl)benzoic acid
Brand: ChemScene
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CAS No. 10252-82-1
Cat. No. CS-0076572
Purity≥97%
MDL No.MFCD00441966

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4-(Morpholine-4-sulfonyl)benzoic acid|CS-0076572

Structure of 10252-82-1

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General Information

CAS No. 10252-82-1
Cat. No. CS-0076572
Purity ≥97%
MDL No. MFCD00441966
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃NO₅S
Molecular Weight None
Synonym(s) 4-(Morpholine-4-sulfonyl)-benzoic acid
SMILES O=S(N1CCOCC1)(C(C=C2)=CC=C2C(O)=O)=O

Description

4-(Morpholine-4-sulfonyl)benzoic acid features a morpholine sulfonamide moiety linked to a benzoic acid core, delivering enhanced solubility and metabolic stability. This combination enables efficient integration into bioactive scaffolds for medicinal chemistry campaigns. The electron-deficient aryl ring facilitates electrophilic coupling reactions under standard conditions.

Application

4-(Morpholine-4-sulfonyl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through standard amide coupling and Suzuki-Miyaura cross-coupling reactions. The morpholine-sulfonyl group enhances solubility and modulates electronic properties, while the carboxylic acid functionality provides reliable conjugation points for peptide and heterocyclic extensions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis workflows in drug discovery.

Synthesis

Route1
- 110-91-8
- In-stock
  
  10130-89-9
- ~83%
- In-stock
  
  10252-82-1
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2004/11410 A1, 2004 ; Location in patent: Page 128 ; WO 2004/011410 A1

Safety Information

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Computational Chemistry Data

TPSA 83.91
LogP 0.4057
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(Morpholine-4-sulfonyl)benzoic acid

CAS No. 10252-82-1

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