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Chemical Structure| 151-18-8 Chemical Structure| 151-18-8
Chemical Structure| 151-18-8

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β-Aminopropionitrile (BAPN) is a specific, irreversible, orally active lysyl oxidase (LOX) inhibitor targeting the active sites of LOX or LOXL isozymes.

Synonyms: BAPN

4.5 *For Research Use Only !

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Product Details of β-Aminopropionitrile

CAS No. :151-18-8
Formula : C3H6N2
M.W : 70.09
SMILES Code : N#CCCN
Synonyms :
BAPN
MDL No. :MFCD00014820
InChI Key :AGSPXMVUFBBBMO-UHFFFAOYSA-N
Pubchem ID :1647

Safety of β-Aminopropionitrile

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H302-H314-H361
Precautionary Statements:P201-P202-P260-P264-P270-P271-P281-P305+P351+P338-P330-P331-P363-P370+P378-P403+P233-P501
Class:8
UN#:2735
Packing Group:

Application In Synthesis of β-Aminopropionitrile

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 151-18-8 ]

[ 151-18-8 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 151-18-8 ]
  • [ 3034-48-8 ]
  • [ 43152-45-0 ]
  • 2
  • [ 79-37-8 ]
  • [ 151-18-8 ]
  • [ 109012-24-0 ]
  • [ 109012-26-2 ]
  • [ 109012-25-1 ]
  • 3
  • [ 151-18-8 ]
  • [ 53308-95-5 ]
  • tert-butyl 1-[(2-cyanoethyl)amino]carbonyl}butylcarbamate [ No CAS ]
  • 4
  • [ 151-18-8 ]
  • [ 51631-50-6 ]
  • [ 1224868-15-8 ]
  • 5
  • [ 151-18-8 ]
  • [ 420-04-2 ]
  • [ 72858-79-8 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
93.3% Into a 250 ml four-necked flask, 25 g of isopropyl alcohol, 7.0 g (0.1 mole) of 3-aminopropionitrile, 20.4 g(0.1 mol) of triisopropyl orthoacetate at 50 to 55 C for 2 hours. (0.12 mol) of cyanamide at 55 to 60 C for 3 hours. Then, a solution of 20.0 g of 20% by weight sodium isopropoxide in isopropanol was added and reacted at 40 to 45 C for 2 hours. About 5 grams of acetic acid to adjust the pH value of 3-4, 17 grams of 30% hydrogen peroxide, 35 ~ 40 C stirring reaction, the use of gas detection reaction, about 4 hours complete conversion. Then 100 g of water was added and filtered to give 12. 5 g of 2-methyl-4-amino-5-cyanopyrimidine as an off-white solid with a purity of 99.6% and a yield of 93.3%.
  • 6
  • [ 1445-45-0 ]
  • [ 151-18-8 ]
  • [ 420-04-2 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
98.1% To a 250 ml four-necked flask, 25 g of tetrahydrofuran was added,7.0 g (0.1 mole) of 3-aminopropionitrile, 12.0 g (0.1 mol) of trimethyl orthoacetate, and 50-55 C for 2 hours. Then, 5.0 g (0.12 mol) of cyanamide was added,55 ~ 60 C. After 3 hours of reaction, 6.0 g of a 27 wt% sodium methoxide methanol solution was added,30 ~ 35 C reaction for 2 hours; add 5 grams of acetic acid to adjust the pH value of 3-4, 17 grams of 30% hydrogen peroxide, 45 ~ 50 C stirring reaction, the use of gas detection reaction, about 3 hours complete conversion. Then 100 g of water was added and filtered to give 11. 8 g of 2-methyl-4-amino-5-cyanopyrimidine as an off-white solid with a GC purity of 99.7% and a yield of 98.1%.
  • 7
  • [ 151-18-8 ]
  • [ 420-04-2 ]
  • [ 78-39-7 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
91.8% To a 250 ml four-necked flask, 30 g of ethanol, 7.0 g (0.1 mol) of 3-aminopropionitrile, 16.2 g(? 1 mol) of triethyl orthoacetate,50 ~ 55 C reaction for 2 hours. Then, 5.0 g (0.12 mol) of cyanamide was added and reacted at 55 to 60 C for 3 hours.6 g of a 27 wt% ethanolic sodium ethoxide solution was added,35 ~ 45 C for 2 hours;Add about 5 grams of acetic acid adjusted pH value of 3-4, 17 grams of 30% hydrogen peroxide,40 ~ 45 C stirring reaction, the use of gas detection reaction, about 4 hours to complete conversion. Then 100 grams of water were added,Filtration gave 12.3 g of 2-methyl-4-amino-5-cyanopyrimidine as an off-white solid with a GC purity of 99.8% and a yield of 91.8%
 

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