ChemicalBook > CAS DataBase List > exo BCN-O-PNB

exo BCN-O-PNB

Product Name
exo BCN-O-PNB
CAS No.
1380006-72-3
Chemical Name
exo BCN-O-PNB
Synonyms
exo BCN-PNP;exo BCN-O-PNP;BCN-PNP (EXO);exo BCN-O-PNB;exo BCN - active ester (p-NPC);exo BCN - active ester (p-NPE);exo-Bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-Nitrophenyl) Carbonate;((1R,8S,9R)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl 4-nitrophenyl carbonate;rel-((1R,8S,9r)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (4-nitrophenyl) carbonate;Carbonic acid, (1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl 4-nitrophenyl ester
CBNumber
CB54665284
Molecular Formula
C17H17NO5
Formula Weight
315.33
MOL File
1380006-72-3.mol
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exo BCN-O-PNB Property

Boiling point:
475.7±37.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
Storage temp. 2-8°C
solubility 
good in DMF, DMSO, acetonitrile
form 
Solid
color 
White to off-white
Appearance
off-white solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

BroadPharm
Product number
BP-20505
Product name
((1R,8S,9r)-bicyclo[6.1.0]non-4-yn-9-yl)methyl4-nitrophenylcarbonate
Packaging
100mg
Price
$430
Updated
2021/12/16
BroadPharm
Product number
BP-20505
Product name
((1R,8S,9r)-bicyclo[6.1.0]non-4-yn-9-yl)methyl4-nitrophenylcarbonate
Packaging
500mg
Price
$1450
Updated
2021/12/16
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exo BCN-O-PNB Chemical Properties,Usage,Production

Description

BCN-PNP carbonate is a tool to introduce BCN moety via carbamate linkage with primary amino groups of substrate. Reaction conditions is similar to NHS-amino linkage but PNP ester provides less off-target hydrolysis and higher conjugation yield forming hydrolytically stable bond with substrate.


Bicyclononyne (BCN) is one of the most reactive cyclooctynes for copper-free click chemistry. Both exo- and endo- isomers are active and have near the same power of reactions konstants [1,2]. BCN reacts even faster than DBCO [1] with aromatic azides and comparing to dibenzofused systems has two advantages. First, it contains a plane of symmetry which prevents the formation of mixtures of stereoisomeric products. Second, BCN provides lower lipophilicity which is typically more beneficial when reaction is performed in aqueous solutions. Unlike DBCO, BCN reactivity is not only limited to azides (SPAAC) and nitrones (SPANC), but also covers tetrazines (IEDDA) [2] and more recently tetrazoles (photoclick) [3] providing exceptional reaction rates.

Uses

exo BCN-O-PNB is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1]. exo BCN-O-PNB is a click chemistry reagent, it contains a BCN group that can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing Azide groups.

IC 50

Alkyl/ether

References

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005

exo BCN-O-PNB Preparation Products And Raw materials

Raw materials

Preparation Products

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exo BCN-O-PNB Suppliers

Shanghai Jiyi Biological Technology Co., LTD
Tel
021-54135696 18516235431
Fax
50815371
Email
shgegenetech@163.com
Country
China
ProdList
469
Advantage
55
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
39966
Advantage
60
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66028182 18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
16679
Advantage
50
Changzhou Hopschain Chemical Co.,Ltd.
Tel
0519-85528066 13775048983
Fax
0519-85528066
Email
sales@hopschem.com
Country
China
ProdList
31553
Advantage
55
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62
Xi'an Confluore Biological Technology Co., Ltd.
Tel
+86-156-80926068 +86-15680926068
Email
1924344760@qq.com
Country
China
ProdList
4952
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
13675144456
Fax
025-85563444
Email
sean.lv@synzest.com
Country
China
ProdList
10784
Advantage
58
Hangzhou Taorui Biotechnology Co., Ltd
Tel
4000-360-990 15268198094
Email
sales@torreybio.com
Country
China
ProdList
3806
Advantage
58
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd
Tel
0431-80514535 19917294565
Email
ET-market@chemextension.com
Country
China
ProdList
4673
Advantage
58
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View Lastest Price from exo BCN-O-PNB manufacturers

Xian confluore Biological Technology Co., Ltd.
Product
exo BCN-O-PNB 1380006-72-3
Price
US $0.00/mg
Min. Order
100mg
Purity
>95.00%
Supply Ability
1g
Release date
2024-03-20

1380006-72-3, exo BCN-O-PNBRelated Search:


  • exo BCN-O-PNB
  • BCN-PNP (EXO)
  • exo BCN-O-PNP
  • exo BCN - active ester (p-NPE)
  • exo BCN - active ester (p-NPC)
  • Carbonic acid, (1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl 4-nitrophenyl ester
  • ((1R,8S,9R)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl 4-nitrophenyl carbonate
  • rel-((1R,8S,9r)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (4-nitrophenyl) carbonate
  • exo BCN-PNP
  • exo-Bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-Nitrophenyl) Carbonate
  • 1380006-72-3
  • SiChem