Nocodazol - ≥98% , CAS No.31430-18-9

CAS: 31430-18-9 Cat. No.: N129755 Fórmula: C₁₄H₁₁N₃O₃S Peso molecular: 301.32 Beilstein Registry Number: 1085978 Número CE: 250-626-5

GRAU & PUREZA ≥98%

Synonyms

HMS587E01 | Methyl (5-(2-thienylcarbonyl))-1H-benzimidazole-2-ylcarbamate | MLS001164242 | DTXCID7011800 | KBio3_002735 | Prestwick2_000100 | Tocris-1228 | Bio1_000950 | cid_4122 | Methyl(5-(2-thienylcarbonyl))-1H-benzimidazole-2-yl carbamate | Nocodazol

Storage

Armazenar a -20°C

Shipped In

Arca de gelo + almofadas de gelo

Visão geral

O nocodazol é um agente antineoplásico reversível que exerce o seu efeito nas células ao interferir com a polimerização dos microtúbulos (tubulina). Vários fármacos, incluindo a vincristina e a colcemida, são semelhantes ao nocodazol na medida em que interferem com a polimerização dos microtúbulos. O nocodazol é frequentemente utilizado em laboratórios de biologia celular para sincronizar o ciclo de divisão celular; as células tratadas com nocodazol param com um conteúdo de ADN na fase G2 ou M quando analisadas por citometria de fluxo. O nocodazol também tem sido usado para induzir a formação de mini-pilhas de Golgi em células eucarióticas devido à falta de função adequada da tubulina.
Um potente inibidor da produção de tubulina e agente anti-neoplásico

Especificações

Sinónimos

HMS587E01 | Methyl (5-(2-thienylcarbonyl))-1H-benzimidazole-2-ylcarbamate | MLS001164242 | DTXCID7011800 | KBio3_002735 | Prestwick2_000100 | Tocris-1228 | Bio1_000950 | cid_4122 | Methyl(5-(2-thienylcarbonyl))-1H-benzimidazole-2-yl carbamate | Nocodazol

Especificações e pureza

≥98%

Mecanismos bioquímicos e fisiológicos

O nocodazol é um inibidor rapidamente reversível da polimerização dos microtúbulos, inibe também Abl, Abl(E255K) e Abl(T315I) com IC50 de 0,21 μM, 0,53 μM e 0,64 μM, respetivamente.Inibidor dos microtúbulos. Despolimeriza rapidamente os microtúbulos in vi

Condições de armazenamento de armazenamento

Armazenar a -20°C

Enviado em

Arca de gelo + almofadas de gelo

Nota

Sempre que possível, deve preparar e utilizar as soluções no mesmo dia. No entanto, se precisar de preparar soluções de reserva com antecedência, recomendamos que guarde a solução como alíquotas em frascos hermeticamente fechados a -20°C. Em geral, estas podem ser utilizadas durante um mês. Antes de utilizar, e antes de abrir o frasco para injectáveis, recomendamos que deixe o seu produto equilibrar à temperatura ambiente durante pelo menos 1 hora. Precisa de mais conselhos sobre solubilidade, utilização e manuseamento? Para mais informações, visite a nossa página de perguntas frequentes (FAQ).

Pureza

≥98%

Nomes e identificadores

Pubchem Sid

504750751

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750751

Sorrisos canónicos

COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CS3

IUPAC Name

methyl N-[6-(thiophene-2-carbonyl)-1H-benzimidazol-2-yl]carbamate

InChIKey

KYRVNWMVYQXFEU-UHFFFAOYSA-N

INCHI

1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)

SMILES isoméricas

COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CS3

WGK Alemanha

3

RTECS

DD6521000

Número UN

2811

Grupo de embalagem

I

Peso molecular

301.32

Beilstein

1085978

Reaxy-Rn

1018009

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1018009&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Benzimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Benzimidazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzimidazoles
• Alternative Parents: Thiophene carboxylic acids and derivatives Aryl ketones Benzenoids Imidazoles Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzimidazole - Thiophene carboxylic acid or derivatives - Aryl ketone - Benzenoid - Azole - Imidazole - Thiophene - Heteroaromatic compound - Ketone - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Azacycle - Carboximidic acid derivative - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
• External Descriptors: carbamate ester - thiophenes - aromatic ketone - benzimidazoles

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Alvos associados (humanos)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

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ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)

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EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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HMGCR Tclin HMG-CoA reductase (2475 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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INSR Tclin Insulin receptor (5558 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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ACE Tclin Angiotensin-converting enzyme (1423 Activities)

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DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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DRD4 Tchem Dopamine D4 receptor (7907 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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HRH2 Tclin Histamine H2 receptor (5428 Activities)

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ADRA1D Tclin Alpha-1d adrenergic receptor (4171 Activities)

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HTR1B Tclin Serotonin 1b (5-HT1b) receptor (2801 Activities)

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HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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CALCR Tclin Calcitonin receptor (2215 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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HRH1 Tclin Histamine H1 receptor (7573 Activities)

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ADRA1B Tclin Alpha-1b adrenergic receptor (2912 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

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OPRD1 Tclin Delta opioid receptor (15096 Activities)

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OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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HTR4 Tclin Serotonin 4 (5-HT4) receptor (2068 Activities)

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ESR2 Tclin Estrogen receptor beta (9272 Activities)

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CYSLTR1 Tclin Cysteinyl leukotriene receptor 1 (2118 Activities)

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ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)

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CHRM4 Tclin Muscarinic acetylcholine receptor M4 (6041 Activities)

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Alvos associados (não humanos)

Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

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Mc4r Melanocortin receptor 4 (1205 Activities)

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Ltc4s Leukotriene C4 synthase (1 Activities)

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Sigmar1 Sigma opioid receptor (160 Activities)

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Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Cckar Cholecystokinin A receptor (90 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Fgfr3 Fibroblast growth factor receptor 3 (21 Activities)

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TUBB2B Tubulin beta chain (424 Activities)

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TUBA1A Tubulin alpha chain (497 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Trypanosoma brucei (78846 Activities)

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Plasmodium falciparum (966862 Activities)

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Mus musculus (284745 Activities)

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B16 (5829 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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P388/ADR (1216 Activities)

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Vero (26788 Activities)

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NIH3T3 (5395 Activities)

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LT12 tumor cell line (10 Activities)

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4T1 (1737 Activities)

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B16-F10 (4610 Activities)

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lef Anthrax lethal factor (7585 Activities)

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Npsr1 Neuropeptide S receptor (260 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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pfk 6-phospho-1-fructokinase (7870 Activities)

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Danio rerio (3092 Activities)

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Paracentrotus lividus (1138 Activities)

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Giardia (1682 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Impa1 Inositol monophosphatase 1 (16203 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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TUBB2B Tubulin (2175 Activities)

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Glra2 Glycine receptor (1745 Activities)

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SARS-CoV-2 (38078 Activities)

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Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in DMSO (10 mg/ml);Soluble in Ethanol (1 mg/ml)
• Sensibilidade: Heat sensitive
• Ponto de fusão (°C): 260 °C
• Peso molecular: 301.320 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 301.052 Da
• Monoisotopic Mass: 301.052 Da
• Topological Polar Surface Area: 112.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 420.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1