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[ CAS No. 15663-27-1 ] {[proInfo.proName]}

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Chemical Structure| 15663-27-1
Chemical Structure| 15663-27-1
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Quality Control of [ 15663-27-1 ]

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Product Citations

Product Citations      Expand+

Marta Stolarek ; Kamil Kaminski ; Marta Kaczor-Kamińska , et al. DOI: PubMed ID:

Abstract: A photoactive analogue of was synthesized with two arylazopyrazole ligands, able to undergo trans?cis/cis?trans photoisomerizations. The cis photoisomer showed a dark half-life of 9 days. The cytotoxicities of both photoisomers of the complex were determined in several cancer and normal cell lines and compared to that of . The trans photoisomer of the complex was much more cytotoxic than both the cis photoisomer and , and was more toxic for cancer (4T1) than for normal (NMuMG) murine breast cells. 4T1 cell death occurred through necrosis. Photoisomerization of the trans and cis photoisomers internalized by the 4T1 cells increased and decreased their viability, respectively. The cellular uptake of the trans photoisomer was stronger than that of both the cis photoisomer and . Both photoisomers interacted with DNA faster than . The trans photoisomer was bound stronger by bovine serum albumin and induced a greater decrease in cellular levels than the cis photoisomer.

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Behymer, Matthew M. ; Mo, Huaping ; Fujii, Naoaki , et al. DOI: PubMed ID:

Abstract: The development of rapidly acting cyanide countermeasures using i.m. injection (IM) represents an unmet medical need to mitigate toxicant exposures in mass casualty settings. Previous work established that cisplatin and other platinum(II) or platinum(IV)-based agents effectively mitigate cyanide toxicity in zebrafish. Cyanide′s in vivo reaction with platinum-containing materials was proposed to reduce the risk of acute toxicities. However, cyanide antidote activity depended on a formulation of platinum-chloride salts with DMSO (DMSO) followed by dilution in phosphate-buffered saline (PBS). A working hypothesis to explain the DMSO requirement is that the formation of platinum-sulfoxide complexes activates the cyanide scavenging properties of platinum. Preparations of isolated NaPtCl5-DMSO and Na (NH3)2PtCl-DMSO complexes in the absence of excess DMSO provided agents with enhanced reactivity toward cyanide in vitro and fully recapitulated in vivo cyanide rescue in zebrafish and mouse models. The enhancement of the cyanide scavenging effects of the DMSO ligand could be attributed to the activation of platinum(IV) and (II) with a sulfur ligand. Unfortunately, the efficacy of DMSO complexes was not robust when administered IM. Alternative Pt(II) materials containing sulfide and amine ligands in bidentate complexes show enhanced reactivity toward cyanide addition The cyanide addition products yielded tetracyanoplatinate(II), translating to a stoichiometry of 1:4 Pt to each cyanide scavenger. These new agents demonstrate a robust and enhanced potency over the DMSO-containing complexes using IM administration in mouse and rabbit models of cyanide toxicity. Using the zebrafish model with these Pt(II) complexes, no acute cardiotoxicity was detected, and dose levels required to reach lethality exceeded 100 times the ED. Data are presented to support a general chem. design approach that can expand a new lead candidate series for developing next-generation cyanide countermeasures.

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Product Details of [ 15663-27-1 ]

CAS No. :15663-27-1 MDL No. :MFCD00011623
Formula : Cl2H6N2Pt Boiling Point : -
Linear Structure Formula :- InChI Key :DQLATGHUWYMOKM-UHFFFAOYSA-L
M.W : 300.05 Pubchem ID :2767
Synonyms :
cis-Platinum;CDDP;CACP;cis-Diamminedichloroplatinum;DDP;cis DDP;cis-diamminedichloroplatinum II;NSC 119875;cis-Diaminodichloroplatinum
Chemical Name :cis-Diaminodichloroplatinum(II)

Calculated chemistry of [ 15663-27-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 5
Num. arom. heavy atoms : 0
Fraction Csp3 : None
Num. rotatable bonds : 0
Num. H-bond acceptors : None
Num. H-bond donors : None
Molar Refractivity : 21.16
TPSA : 6.48 ?2

Pharmacokinetics

GI absorption : None
BBB permeant : None
P-gp substrate : None
CYP1A2 inhibitor : None
CYP2C19 inhibitor : None
CYP2C9 inhibitor : None
CYP2D6 inhibitor : None
CYP3A4 inhibitor : None
Log Kp (skin permeation) : None cm/s

Lipophilicity

Log Po/w (iLOGP) : None
Log Po/w (XLOGP3) : None
Log Po/w (WLOGP) : None
Log Po/w (MLOGP) : None
Log Po/w (SILICOS-IT) : None
Consensus Log Po/w : None

Druglikeness

Lipinski : None
Ghose : None
Veber : None
Egan : None
Muegge : None
Bioavailability Score : None

Water Solubility

Log S (ESOL) : None
Solubility : None mg/ml ; None mol/l
Class : None
Log S (Ali) : None
Solubility : None mg/ml ; None mol/l
Class : None
Log S (SILICOS-IT) : None
Solubility : None mg/ml ; None mol/l
Class : None

Medicinal Chemistry

PAINS : None alert
Brenk : None alert
Leadlikeness : None
Synthetic accessibility : None

Safety of [ 15663-27-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P501-P263-P260-P270-P202-P201-P264-P280-P337+P313-P305+P351+P338-P308+P311-P332+P313-P301+P310+P330-P405 UN#:3288
Hazard Statements:H300-H316-H319-H360-H362-H370-H372-H340-H350 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 15663-27-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 15663-27-1 ]

[ 15663-27-1 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 15663-27-1 ]
  • [ 14769-73-4 ]
  • silver nitrate [ No CAS ]
  • Pt(2+)*2NH3*C11H12N2S*Cl(1-)*NO3(1-)=[Pt(NH3)2(C11H12N2S)Cl](NO3) [ No CAS ]
  • 2
  • [ 15663-27-1 ]
  • [ 14769-73-4 ]
  • Pt(2+)*NH2CH2CH2NH2*C11H12N2S*2Cl(1-)=[Pt(NH2CH2CH2NH2)(C11H12N2S)Cl]Cl [ No CAS ]
  • 3
  • [ 15663-27-1 ]
  • [ 6270-46-8 ]
  • [ 104626-67-7 ]
  • 4
  • [ 15663-27-1 ]
  • [ 7631-99-4 ]
  • [ 16490-02-1 ]
  • C6H14N6O4Pt2(2+)*2NO3(1-)*0.5H2O [ No CAS ]
  • 5
  • [ 15663-27-1 ]
  • [ 7732-18-5 ]
  • [ 68-04-2 ]
  • C6H12N2O7Pt [ No CAS ]
  • C6H14N2O8Pt [ No CAS ]
  • [ 77-92-9 ]
  • 6
  • [ 15663-27-1 ]
  • [ 27148-03-4 ]
  • cis-[Pt(II)(thiosaccharinate)2(NH3)2] [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% In water; for 2h;Reflux; a solution of thiosaccharinate (0.26 g, 1.33 mmol) in hot water (30 cm3) was added to a solution of cis-[PtCl2(NH3)2] (0.20 g, 0.667 mmol) in hot water (15 cm3). The mixture was reuxed for 2 h. The light-brown solid formed was ltered off washed several times with distilled water and dried in vacuo. Yield: 89% (0.39 g). Anal. Calcd. for C14H14N4O4PtS4: C, 26.88; H, 2.26; N,8.96. Found: C, 26.33; H, 2.09; N, 8.86%. IR (KBr) (nu, cm-1): 3471 m, 3413 m, 3286 m, 1627s,1440w, 1373s, 1315s, 1236 m, 1155 m, 1126s, 1008w, 817 s, 515 m. 1H NMR (d6-DMSO): 7.96-7.90 (m, 4H), 7.82-7.75 (m, 4H), 4.54 (s, 6 H). 13C{1H} NMR (d6-DMSO): 182.8, 137.6,133.7, 133.4, 133.1, 124.3, 120.7 ppm.
  • 7
  • [ 15663-27-1 ]
  • [ 2156-56-1 ]
  • [ 1421629-47-1 ]
YieldReaction ConditionsOperation in experiment
87% In brief, cisplatin (0.30 g, 1 mmol), HNO3 (100 mul), andsilver nitrate (0.34 g, 2 mmol) were added into a roundbottomflask containing 50 ml pure water. The reactionmixture was stirred in the dark at room temperature for48 h. The resultant turbid solution was filtered to removewhite silver chloride. To the yellow colored solution,<strong>[2156-56-1]sodium dichloroacetate</strong> (0.36 g, 2.4 mmol) was added toform a precipitate of DCA-Pt(II). The solid was filtered and dried under vacuum. A weight of 0.42 g of the productwas obtained in an 87% yield.
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