ビンブラスチン硫酸塩

Vinblastine Sulfate

HCID 5388983

基本情報

CAS
143-67-9
標準SMILES
CC[C@]1(O)C[C@@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1.O=S(=O)(O)O
InChIKey
KDQAABAKXDWYSZ-PNYVAJAMSA-N
分子式
C46H58N4O9.H2O4S
平均分子量
909.1 g/mol
単同位体質量
908.38775898

概要

Vinblastine Sulfate can cause developmental toxicity according to state or federal government labeling requirements.

名称と識別子

優先名称
Vinblastine Sulfate
IUPAC
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
現地名
ビンブラスチン硫酸塩
英語名
Vinblastine sulfate
分子式
C46H60N4O13S
分子量
909.06

名称と別名

Vinblastine sulfate143-67-9VelsarAlkaban-aqVinblastine sulphateVLB monosulfate29060-LEVincaleucoblastine sulfateVinblastini sulfasNSC-49842N00W22YO2BVincaleukoblastine, sulfate (1:1) (salt)
名称をさらに表示
ビンブラスチン硫酸塩ビンブラスチン硫酸ビンブラスチン硫酸塩, 結晶硫酸ビンブラスチンビンブラスチン 硫酸塩ビンブラスチン硫酸塩 (JP17)ビンブラスチン・硫酸塩エキサールエクザールVINBLASTINE SULFATE SALTVLBexalvelbanVINCALEUKOBLASTINEvelbensc49842
29060LE29060 LENSC 49842DTXSID601017133CHEBI:9984Vinblast,lederleSulfate, VinblastineRefChem:56475

データベース識別子

CAS
143-67-9
PubChem CID
5388983
DTXSID
DTXSID601017133
ChEMBL
CHEMBL378544
UNII
N00W22YO2B
EC Number
205-606-0

物性

構造計算による物性

極性表面積
237 Ų
水素結合供与体数
5
水素結合受容体数
16
回転可能結合数
10
重原子数
64

実験および物理化学的性質

Solubilitygreater than or equal to 10 mg/mL at 76.1 °F (NTP, 1992)
Human Drugs · 3 件

Breast Feeding; Lactation; Milk, Human; Antineoplastic Agents; Antimitotic Agents

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point543 to 545 °F (NTP, 1992)
Physical DescriptionVinblastine sulfate appears as an anticancer drug. White to slightly yellow crystalline powder. (NTP, 1992)
Collision Cross Section278.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
267 °C · 267 °C (dec.)(lit.)
比旋光度
-21.7 · -21.7 º (c=2, CH3OH 21 ºC)
貯蔵温度
2 · 2-8°C
溶解性
2 O: · H2O: 10 mg/mL
外見
粉
酸解離定数(Pka)
7.4 · 7.4

化学的性質

化学的特性Vinblastine sulfate is a white to off-white crystalline powder that is freely soluble in water, soluble in methane, and slightly soluble in ethanol. Its empiric formula is C46H58N4O9.H2SO4 , and it has a molecular weight of 909.07.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (99%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 98 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationHazard Traits - Developmental Toxicity
Other Safety InformationIMAP assessments - Vincaleukoblastine, sulfate (1:1) (salt): Environment tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however it is probably combustible. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this chemical include temporary mental depression, paresthesias, loss of deep-tendon reflexes, headache, convulsions, psychoses; dysfunction of the autonomic nervous system, with marked constipation, paralytic ileus, urinary retention, bilateral pain and tenderness of the parotid glands associated with dryness of the mouth, sinus tachycardia; nausea, vomiting, anorexia, diarrhea; loss of hair, vesicular mucositis of the mouth, and dermatitis. (NTP, 1992)

Reactive GroupAlcohols and Polyols

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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.

Nonfire Spill Response · 1 件

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.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1 件

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

毒性情報

Carcinogen Classification · 5 件

Vinblastine sulfate

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 26: (1981) Some Antineoplastic and Immunosuppressive Agents

1987

1987

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Vinblastine sulfate

vLess-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

F
8-10
wgk
3
rtecs
YY8400000
ridadr
1544
毒性
LD50 i.v. in mice: 9.5 mg/kg (Lu, Meistrich)
hs_code
29399990

化学と産業

薬理情報

FDA Pharmacological Classification · 2 件

VINBLASTINE SULFATE

Vinca Alkaloid [EPC]; Vinca Alkaloids [CS]

MeSH Pharmacological Classification · 2 件

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES.

応用分野 · 4 件

用途紡錘体の形成及び微小管の脱 重合を阻害することにより細胞分裂阻害作用 を示します。

説明Vinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB. It is a stathmokinetic oncolytic agent. When treated in vitro with this preparation, growing cells are arrested in metaphase. Chemical and physical evidence indicate that vinblastine sulfate is a dimeric alkaloid containing both indole and dihydroindole moieties.

使用Anticancer agent; microtubule disrupter; Induces apoptosis.Vinblastine sulfate is therapeutically used as an antineoplastic. It is also used in the treatment of Hodgkin disease, choriocarcinoma, acute and chronic leukemias.

一般的な説明Vinblastine Sulfate is the sulfate salt of vinblastine, a natural alkaloid isolated from the plant Catharanthus roseus (Madagascar periwinkle) with antineoplastic properties. Vinblastine disrupts microtubule formation and function during mitosis and interferes with glutamic acid metabolism. (NCI04)

調製方法 · 1 件

純化方法Crystallise the sulfate from MeOH or EtOH and dry it in vacuo over conc H2SO4. The free base crystallises from EtOH or MeOH m 211-216o (+ 2MeOH .1 H2O) and forms a stable etherate from Et2O with m 201-211o, and [] D +42o (CHCl3), and UV max at 214 and 259nm (log  4.73 and 4.21). The dihydrochloride has m 244-246o(dec)(MeOH). It is a monoamine oxidase B inhibitor and induces microtubule aggregation. It is an antineoplastic drug for Hodgkin’s lymphoma. [Neuss et al. J Am Chem Soc 81 4754 1959, Jong-KeunSon et al. J Med Chem 33 1845 1990, Warfield & Bouck Science 186 1219 1974, Beilstein 26 III/IV 3167.]

上流・下流製品情報

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

関連反応

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化合物ノート

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