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Key Documents

Safety Information

SML3392

Sigma-Aldrich

BC-11 hydrobromide

≥98% (HPLC)

Synonym(s):

Carbamimidothioic acid (4-boronophenyl)methyl ester hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C8H11BN2O2S·HBr
CAS Number:
443776-49-6
Molecular Weight:
290.97
MDL number:
MFCD20926359
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

B(O)(O)c1ccc(cc1)CS\C(=N/[H])\N.Br

InChI

1S/C8H11BN2O2S.BrH/c10-8(11)14-5-6-1-3-7(4-2-6)9(12)13;/h1-4,12-13H,5H2,(H3,10,11);1H

InChI key

PAFZAMOVHIRQOD-UHFFFAOYSA-N

Biochem/physiol Actions

BC-11 is a potent and selective inhibitor of urokinase (urokinase-plasminogen activator, uPA). BC-11 inhibits clot lysis with no effect on clot formation. BC-11 exhibits anti-fibrotic activity and improves wound healing and scar quality after topical administration in mice.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

JAN Code

SML3392-VAR:
SML3392-BULK:
SML3392-5MG:
SML3392-25MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000189629
0000189628

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Alessandra Longo et al.
Molecules (Basel, Switzerland), 20(6), 9879-9889 (2015-06-02)
BC-11 is an easily synthesized simple thiouronium-substituted phenylboronic acid, which has been shown to be cytotoxic on triple negative MDA-MB231 breast cancer cells by inducing a perturbation of cell cycle when administered at a concentration equal to its ED50 at

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