Basic information
- CAS
75806-94-9- Standard SMILES
CN(C)c1cccc2c(S(=O)(=O)Nc3cccc(B(O)O)c3)cccc12- InChIKey
TYXMKSYBCDTGDU-UHFFFAOYSA-N- Molecular formula
- C18H19BN2O4S
- Average molar mass
- 370.2 g/mol
- Monoisotopic mass
- 370.1158584
Overview
potent serine protease inhibitor; fluorescent boronic acid which reversibly binds to bacterial cell walls; structure given in first source
Names & identifiers
- Preferred name
- FluoroBora I
- IUPAC
- [3-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]phenyl]boronic acid
- English name
- 3-(Dansylamino)phenylboronic acid
- Molecular formula
- C18H19BN2O4S
- Molecular weight
- 370.23
Names & synonyms
75806-94-9N-Dansyl-3-aminobenzeneboronic acidDTXSID00226723N-(5-dimethylamino-1-naphthalensulfonyl)-3-aminobenzeneboronic acidBoronic acid, (3-(((5-(dimethylamino)-1-naphthalenyl)sulfonyl)amino)phenyl)-FluoroBora IDns-BBADNS-ABBARefChem:829759DTXCID30149214278-319-13-(Dansylamino)phenylboronic acid
Show more names
FB-1【MOAB】RARECHEM AH PB 0012TYXMKSYBCDTGDU-UHFFFAOYSA-NDANSYLAMINOPHENYLBORONIC ACIDDANSYL AMIDOPHENYL BORONIC ACIDM-DANSYLAMINOPHENYLBORONIC ACID3-(Dansylamido)benzeneboronic acidN-5-DIMETHYLAMINO-1-NAPHTHALENE SULFONY&
3-dansylaminophenylboronic acid[3-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]phenyl]boronic acid(3-(5-(Dimethylamino)naphthalene-1-sulfonamido)phenyl)boronic acidCHEMBL140740m(dansylamidophenyl)boronic acid{3-[5-(dimethylamino)naphthalene-1-sulfonamido]phenyl}boronic acidC18H19BN2O4SFB-1
Database identifiers
- CAS
75806-94-9- PubChem CID
- 150643
- DTXSID
DTXSID00226723- ChEMBL
CHEMBL140740- EC Number
- 278-319-1
- Nikkaji
- J319.140K
Properties
Computed structural properties
- Topological polar surface area
- 98.3 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 566
Physicochemical properties
- Boiling point
- 599.3 · 599.3±60.0 °C(Predicted)
- Density
- 1.39 · 1.39±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 7.81 · 7.81±0.10(Predicted)
- form
- Solid
- color
- Light yellow to yellow
- Appearance
- Solid Powder
- BRN
- 8012268 · 8012268
- Stability
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 1S/C18H19BN2O4S/c1-21(2)17-10-4-9-16-15(17)8-5-11-18(16)26(24,25)20-14-7-3-6-13(12-14)19(22)23/h3-12,20,22-23H,1-2H3
- InChIKey
- TYXMKSYBCDTGDU-UHFFFAOYSA-N
- SMILES
- CN(C)c1cccc2c(cccc12)S(=O)(=O)Nc3cccc(c3)B(O)O
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 32 · NA.32
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 302 · P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-24/25-22
- WGK Germany
- 3 · 3
- F
- 10 · 10
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-24/25-22
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description3-(Dansylamino)phenylboronic acid is an environment-sensitive fluorescent probe that can be used for in-situ imaging and quantification of sialic acid on cell membrane surfaces.
UsesCarbohydrate ligand in cell studies1; potent boronic acid serine protease inhibitor.2
Suppliers12 total
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
Shaanxi Dideu New Materials Co. Ltd18192503167 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
上海鼓臣生物技术有限公司021-34675735 19147740836 · [email protected]
宝鸡缔都医药化工有限公司029-029-81148929 17792602132 · [email protected]
Related reactions
4 records
Compound notes
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