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Nocodazole

Nocodazole structure

Nocodazole 

structure
  • CAS No:

    31430-18-9

  • Formula:

    C14H11N3O3S

  • Chemical Name:

    Nocodazole

  • Synonyms:

    Carbamic acid,N-[6-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]-,methyl ester;2-Benzimidazolecarbamic acid,5-(2-thenoyl)-,methyl ester;Carbamic acid,[5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]-,methyl ester;NSC 238159;R 17934;Oncodazole;N-[5-(2-Thenoyl)-2-benzimidazolyl]carbamic acid methyl ester;Nocodazole;Methyl[5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate;[6-(Thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester;[5-(Thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester;59697-13-1

  • Categories:

    Biochemical Engineering  >  Inhibitors

Description

Nocodazole is a rapidly-reversible inhibitor of microtubule. Nocodazole binds to β-tubulin and disrupts microtubule assembly/disassembly dynamics, which prevents mitosis and induces apoptosis in tumor cells.


Nocodazole is a white powder. (NTP, 1992)


Nocodazole is a white powder. (NTP, 1992)|Nocodazole is a member of the class of benzimidazoles that is benzimidalole which is substituted at position 2 by a (methoxycarbonyl)amino group and at position 5 by a 2-thienoyl group. It is an antineoplastic agent that exerts its effect by depolymerising microtubules. It has a role as an antineoplastic agent, a tubulin modulator, an antimitotic and a microtubule-destabilising agent. It is a member of thiophenes, a member of benzimidazoles, a carbamate ester and an aromatic ketone.|Nocodazole is an antineoplastic agent which exerts its effect by depolymerizing microtubules.|Nocodazole is a synthetic tubulin-binding agent with antineoplastic activity. Nocodazole binds to beta-tubulin and disrupts microtubule assembly/disassembly dynamics. This prevents mitosis and induces apoptosis in tumor cells. Although nocodazole binding site overlaps with that of colchicine, the two agents are structurally quite different.

Nocodazole Basic Attributes

301.32

301.32

250-626-5

SH1WY3R615

759882|238159

2811

DTXSID9031800

C75228

2934999090

Characteristics

112

2.8

white powder

1.5±0.1 g/cm3

300 °C (dec.)

1.732

DMSO: 10 mg/mL, soluble

2-8°C

sln-smc 1 ppm/16H MUREAV 141,15,84

168.7 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Insoluble in water.

Amines, Phosphines, and Pyridines

NOCODAZOLE may be sensitive to heat. (NTP, 1992).

Safety Information

III

6.1(b)

2811

3

61-40-36/37/38-34-11-68-63

53-45-36/37/39-26-16-36/37

DD6521000

T,C,F,Xn

P281

H341-H361d

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

|Warning|H341 (97.78%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Drug Information

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)|Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of sulfur oxides and nitrogen oxides. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nocodazole

Nocodazole Use and Manufacturing

A potent Tubulin production inhibitor and anti-neoplastic agent

Computed Properties

Molecular Weight:301.32
XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:301.05211239
Monoisotopic Mass:301.05211239
Topological Polar Surface Area:112
Heavy Atom Count:21
Complexity:420
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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