4-硝基苯甲醇氨基甲酸酯

4-Nitrobenzyl carbamate

	产品编号	CFN92319
	CAS编号	32339-07-4
	分子式 = 分子量	C₈H₈N₂O₄ = 196.2
	产品纯度	>=98%
	物理属性	Powder
	化合物类型	Alkaloids
	植物来源	The roots of Solanum integrifolium
ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用

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产品名称	产品编号	CAS编号	包装	QQ客服
4-硝基苯甲醇氨基甲酸酯	CFN92319	32339-07-4	1mg	QQ客服：1413575084
4-硝基苯甲醇氨基甲酸酯	CFN92319	32339-07-4	5mg	QQ客服：1413575084
4-硝基苯甲醇氨基甲酸酯	CFN92319	32339-07-4	10mg	QQ客服：1413575084
4-硝基苯甲醇氨基甲酸酯	CFN92319	32339-07-4	20mg	QQ客服：1413575084

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ChemFaces的产品在许多优秀和顶级科学期刊中被引用

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089

Warszawski Uniwersytet Medyczny (Poland)

National Cancer Center Research Institute (Japan)

VIB Department of Plant Systems Biology, UGent (PSB) (Belgium)

Medical University of South Carolina (USA)

University of Toronto (Canada)

Copenhagen University (Denmark)

University of Illinois (USA)

Julius Kühn-Institut (Germany)

Subang Jaya Medical Centre (Malaysia)

Max Rubner-Institut (MRI) (Germany)

Kazusa DNA Research Institute (Japan)

University of Malaya (Malaysia)

Universidad de La Salle (Mexico)

Pennsylvania State University (USA)

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Description:

4-Nitrobenzyl carbamate-protected aziridines undergo regioselective ring opening to produce β-substituted tryptamines for a series of indoles.

In vitro:

J Med Chem. 2003 Jun 5;46(12):2456-66.

Structure-activity relationships for 4-nitrobenzyl carbamates of 5-aminobenz[e]indoline minor groove alkylating agents as prodrugs for GDEPT in conjunction with E. coli nitroreductase.[Pubmed: 12773049]

METHODS AND RESULTS:
Twelve substituted 4-Nitrobenzyl carbamate prodrugs of the 5-aminobenz[e]indoline class of DNA minor groove alkylating agents were prepared and tested as prodrugs for gene-directed enzyme prodrug therapy (GDEPT) using a two-electron nitroreductase (NTR) from E. coli B. The prodrugs and effectors were tested in a cell line panel comprising parental and transfected human (SKOV/Skov-NTR(neo), WiDr/WiDr-NTR(neo)), Chinese hamster (V79(puro)/V79-NTR(puro)), and murine (EMT6/EMT6-NTR(puro)) cell line pairs. In the human cell line pairs, several analogues bearing neutral methoxyethoxy-, 2-hydroxyethoxy-, or 3-hydroxypropoxy-substituted side chains were good substrates for NTR as measured by cytotoxicity ratios, with NTR-ve/NTR+ve ratios similar to the established NTR substrates CB1954 (an aziridinyl dinitrobenzamide) and the analogous bromomustard. Selectivity for NTR decreased with increasing side-chain size or the presence of a basic amine group. Low to modest selectivity was observed in the Chinese hamster-derived cell line pair; however, in the murine EMT6/EMT6-NTR(puro) cell line pair, the above hydroxyalkoxy analogues again showed significant selectivity for NTR. The activity of the 2-hydroxyethoxy analogue was evaluated against NTR-expressing EMT6 tumors comprising ca. 10% NTR+ve cells at the time of tumor treatment. A small decrease in NTR+ve cells was observed after treatment, with a lesser effect against NTR-ve target cells, but these effects were not statistically significant and were much less than for the dinitrobenzamides.
CONCLUSIONS:
These results suggest that useful GDEPT prodrugs based on the 4-Nitrobenzyl carbamate and 5-aminobenz[e]indoline motifs may be developed if optimization of pharmacokinetics can be addressed.

产品名称	产品编号	CAS编号	分子式 = 分子量	位单	联系QQ
山梨酸; Sorbic acid, 1-p-tolylhydrazide	CFN90062	802048-02-8	C₁₃H₁₆N₂O = 216.28	5mg	QQ客服：2056216494
间硝基苯乙酮，3'-硝基苯乙酮; 3'-Nitroacetophenone	CFN90110	121-89-1	C₈H₇NO₃ = 165.15	5mg	QQ客服：1457312923
磺酸炔丙酯，炔丙基苯磺酸酯; Propargyl benzenesulfonate	CFN90093	6165-75-9	C₉H₈O₃S = 196.22	5mg	QQ客服：2056216494
对甲苯磺酸丙炔酯; Propargyl p-toluenesulfonate	CFN90120	6165-76-0	C₁₀H₁₀O₃S = 210.25	5mg	QQ客服：2056216494
Carbamic acid; Carbamic acid	CFN92317	84640-31-3	C₁₀H₁₂N₂O₄ = 224.2	5mg	QQ客服：2056216494
对硝基苄基乙基碳酸酯; Ethyl p-nitrobenzyl carbonate	CFN92318	943409-69-6	C₁₀H₁₂N₂O₄ = 224.2	5mg	QQ客服：1413575084
4-硝基苯甲醇氨基甲酸酯; 4-Nitrobenzyl carbamate	CFN92319	32339-07-4	C₈H₈N₂O₄ = 196.2	5mg	QQ客服：1457312923

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	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	5.0968 mL	25.4842 mL	50.9684 mL	101.9368 mL	127.421 mL
5 mM	1.0194 mL	5.0968 mL	10.1937 mL	20.3874 mL	25.4842 mL
10 mM	0.5097 mL	2.5484 mL	5.0968 mL	10.1937 mL	12.7421 mL
50 mM	0.1019 mL	0.5097 mL	1.0194 mL	2.0387 mL	2.5484 mL
100 mM	0.051 mL	0.2548 mL	0.5097 mL	1.0194 mL	1.2742 mL