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Merck
모든 사진(1)

주요 문서

SML2031

Sigma-Aldrich

S4

≥98% (HPLC)

동의어(들):

4-(3′-(3″,5″-Dimethylphenyl)ureido)phenyl sulfamate, 4-[(3,5-Dimethylphenyl)ureido]phenyl sulfamate, 4-[[[(3,5-Dimethylphenyl)amino]carbonyl]amino]phenyl sulfamic acid ester

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크기 선택

5 MG
₩115,507
25 MG
₩467,205

₩115,507


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

크기 선택

보기 변경
5 MG
₩115,507
25 MG
₩467,205

About This Item

실험식(Hill 표기법):
C15H17N3O4S
CAS Number:
Molecular Weight:
335.38
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.77

₩115,507


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

배송 상태

ambient

저장 온도

2-8°C

SMILES string

O=S(OC1=CC=C(NC(NC2=CC(C)=CC(C)=C2)=O)C=C1)(N)=O

InChI key

HGVHSNXRZYOTPD-UHFFFAOYSA-N

생화학적/생리학적 작용

S4 is a potent and selective inhibitor against sulfamate carbonic anhydrase (CA) subtypes CAIX & CAXII (Ki = 2, 7, 546, 5600 nM against human CA XII, IX, II, and I, respectively). S4 selectively inhibits migration upon anoxia/hypoxia-induced CAIX expression in cancer cultures (% inhibition/conc./cell line = 54%/100 μM/WRO, 65%/33 μM/MDA-MB-231), while exhibiting no inhibitory effects under normoxia or among non-CAIX-expressing cells (HCT116 & RT112). Daily intraperitoneal injection (10 mg/kg) is reported to reduce the metastatic tumor burden in lungs of mice bearing orthotopic eGFP-MDA-MB-231 tumors in vivo.
Sulfamate carbonic anhydrase IX & XII (CAIX & CAXII) inhibitor

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Roben G Gieling et al.
Journal of medicinal chemistry, 55(11), 5591-5600 (2012-05-25)
A panel of compounds belonging to the underexposed sulfamate class of carbonic anhydrase (CA, EC 4.2.1.1) inhibitors was generated that displayed high specificity at nanomolar levels for the tumor-associated CA IX/XII isoforms. Three of the specific CA IX/XII inhibitors showed
Tineke W H Meijer et al.
PloS one, 9(9), e108068-e108068 (2014-09-17)
Carbonic anhydrase IX (CAIX) plays a pivotal role in pH homeostasis, which is essential for tumor cell survival. We examined the effect of the CAIX inhibitor 4-(3'(3",5"-dimethylphenyl)-ureido)phenyl sulfamate (S4) on the tumor microenvironment in a laryngeal tumor model by analyzing
Jean-Yves Winum et al.
Bioorganic & medicinal chemistry letters, 22(14), 4681-4685 (2012-06-23)
A series of 50 sulfamates were obtained by reacting 4-aminophenol with isocyanates followed by sulfamoylation. Most of the new compounds were nanomolar inhibitors of the tumor-associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms IX and XII, whereas they inhibited less cytosolic

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