1,3,4-Oxadiazole

Name: 1,3,4-Oxadiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 288-99-3
Cat. No. CS-0197119
Molecule weight70.05
Purity≥96%
MDL No.MFCD00955535

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 288-99-3

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General Information

CAS No. 288-99-3
Cat. No. CS-0197119
Purity ≥96%
MDL No. MFCD00955535
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂H₂N₂O
Molecular Weight 70.05
Synonym(s) None
SMILES C1=NN=CO1

Description

1,3,4-Oxadiazole is a heterocyclic scaffold prized for its metabolic stability and ability to form strong dipole-dipole interactions. This electron-deficient ring integrates readily into bioactive molecules, enhancing membrane permeability and target binding affinity in medicinal chemistry applications.

Application

1,3,4-Oxadiazole serves as a robust bioisostere for esters and amides, offering enhanced metabolic stability and improved solubility in medicinal chemistry applications. Its inherent thermal and hydrolytic stability facilitates handling and purification, while enabling diverse functionalization through electrophilic substitution or transition-metal-catalyzed coupling reactions. This heterocycle functions as a key scaffold in the synthesis of pharmaceutical intermediates and agrochemicals, providing predictable reactivity in standard synthetic workflows.

Synthesis

Route1
- 628-36-4
- ~30%
- In-stock
  
  288-99-3
References
- Aitken, Kati M.; Aitken, R. Alan Arkivoc, 2012 , vol. 2012, # 5 p. 75 - 79
Route2
- 6699-99-6
- ~%
- In-stock
  
  288-99-3
References
- Ainsworth,C.; Hackler,R.E. Journal of Organic Chemistry, 1966 , vol. 31, p. 3442 - 3444

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02
Signal Word : Danger	UN#: 1993
Class : 4.1	Packing Group : Ⅱ
Hazard Statements : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

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Computational Chemistry Data

TPSA 38.92
LogP 0.0696
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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1,3,4-Oxadiazole

CAS No. 288-99-3

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