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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 1,780
実験および物理化学的性質
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antineoplastic Agents; Antimitotic Agents
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
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
- 色
- 白い
- PH
- 3.5 · 3.5~5.0 (1g/l, 25℃)
- 臭い (Odor)
- 無臭
- 水溶解度
- 1 g/100 · >=1 g/100 mL at 24.5 ºC
- Merck
- 13 · 13,10044
- BRN
- 3659812 · 3659812
- InChIKey
- KDQAABAKXDWYSZ-PNYVAJAMSA-N
- CAS データベース
- 143 · 143-67-9(CAS DataBase Reference)
- EPAの化学物質情報
- Vinblastine sulfate (143-67-9)
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
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
Health Hazards
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)
安全と保護具
First Aid
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
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.
Personal Protective Equipment (PPE)
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
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
Drug Induced Liver Injury Rank (DILIrank 2.0)
Vinblastine sulfate
vLess-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
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
- risk_code
- 22-37/38-41-61-36/37/38-63-23/24/25
- hazard_code
- Xn,T
- safety_code
- 26-36/39-53-45-37/39-36/37/39
- hazard_class
- 6.1(a)
- packing_group
- II
- Hazard Classifications
- Acute Tox. 4 OralMuta. 2Repr. 2
- ストレージクラス
- 11 - Combustible Solids
- 危険度評価(NFPA 704基準/消防庁データ)
- 人的[青]=2
化学と産業
薬理情報
FDA Pharmacological Classification
VINBLASTINE SULFATE
Vinca Alkaloid [EPC]; Vinca Alkaloids [CS]
MeSH Pharmacological Classification
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
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
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.]
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