ChemicalBook > CAS DataBase List > Bleomycin

Bleomycin

Product Name
Bleomycin
CAS No.
11056-06-7
Chemical Name
Bleomycin
Synonyms
BLM;BLEO;Bleocin;BLEXANE;bleomicin;BLENOXANE;Bleomycin;Bleocinbase;DNA helicase;Bleo Bleocin
CBNumber
CB5412174
Molecular Formula
C110H168N34O46S7
Formula Weight
2927.17
MOL File
11056-06-7.mol
More
Less

Bleomycin Property

storage temp. 
2-8°C
solubility 
H2O: 20 mg/mL
form 
powder
color 
white
IARC
2B (Vol. 26, Sup 7) 1987, 1 (Vol. 76, 100A) 2012
EPA Substance Registry System
Bleomycin (11056-06-7)
More
Less

Safety

Hazard Codes 
T
Risk Statements 
46-40
Safety Statements 
53-36/37-45
WGK Germany 
3
RTECS 
EC5991990
10
Hazardous Substances Data
11056-06-7(Hazardous Substances Data)
Toxicity
dog,LD,oral,> 100mg/kg (100mg/kg),Japanese Journal of Antibiotics. Vol. 28, Pg. 1, 1975.
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0024370
Product name
BLEOMYCIN
Purity
95.00%
Packaging
10MG
Price
$315
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0024370
Product name
BLEOMYCIN
Purity
95.00%
Packaging
1G
Price
$858.63
Updated
2021/12/16
More
Less

Bleomycin Chemical Properties,Usage,Production

Description

Bleomycin is a complex of no less than 16 glycopeptide antibiotics made from the family Streptomyces verticilus, which have different R groups. Bleomycines exhibit antitumor, antiviral, and antibacterial activity. When bound to DNA, they disturb the spiraling of both single and double strands of DNA. To a lesser degree, they inhibit RNA and protein synthesis. It is administered both intravenously and intramuscularly.

Originator

Bleomycin Hydrochloride,Nippon Kayaku, Co.,Japan

Uses

Antineoplastic for solid tumors.

Uses

It is used for lymphomas, carcinomas, and sarcomas.

Uses

Bleomycin sulfate USP (Blenoxane)is used to traet squamous cell carcinoma of head, neck, esophagus, skin, GU tract; testicular tumor; Hodgkin’s lymphomas.

Indications

The bleomycins are a group of glycopeptides that are isolated from Streptomyces verticillus. The clinical preparation, bleomycin sulfate (Blenoxane), is a mixture of several components. Bleomycin binds to DNA, in part through an intercalation mechanism, without markedly altering the secondary structure of the nucleic acid. The drug produces both single- and double-strand scission and fragmentation of DNA. It is thought that the bleomycins, which are avid metal-chelating agents, form a bleomycin–Fe ++ complex that can donate electrons to molecular oxygen, thus forming the superoxide and hydroxyl free radicals. It is these highly reactive intermediates that attack DNA and produce DNA strand breakage and maximum cytotoxicity in the late G2 and early M-phases of the cell cycle.

Definition

A species of bleomycin noted for its adverse pulmonary effects in humans. It is a complex of related glycopeptide antibiotics from Streptomyces verticillus consisting of bleomycin A2 and B2.

Manufacturing Process

To a medium having a composition of 6.4 % of millet jelly, 0.5 % of glucose, 3.5 % of soybean powder, 0.75 % of corn steep liquor, 0.3 % of sodium chloride, 0.1 % of potassium secondary phosphate, 0.05 % of zinc sulfate, 0.01 % of copper sulfate, 0.2 % of sodium nitrate and 0.01 % of Toho No. 1 (trade name for a surface active agent composed of polyoxyethylene manufactured by Toho Chemical Industry Co. Ltd., Japan) was added 3-aminopropyl- dimethylsulfonium bromide hydrobromate in a proportion of 0.4 mg/ml to adjust the pH of the medium to 6.5.
Each 100 ml of the thus treated medium was separately charged into a Sakaguchi flask and was then sterilized. Subsequently, Streptomyces verticillus (ATCC No. 15003) was inoculated in the medium and was cultured at 27°C for 8 days with stirring at 130 r.p.m. Thereafter, the culture liquors (4.5 L) were collected and filtered to obtain 3.0 L of a filtrate (potency 38.8 mg/ml, total potency 416.4 mg). This culture filtrate was passed through and adsorbed on a column packed with 200 ml of Amberlite IRC-50 and was washed with water and was eluted with 0.5 N hydrochloric acid. 1.0 L of the eluate was neutralized, was passed through and adsorbed on a column packed with 100 ml of active carbon, was washed and was then eluted by use of a 1:1 (by volume) mixture of acetone - 0.02 N aqueous hydrochloric acid solution, and fractions active to Mycobacterium 607 were collected and concentrated to dryness. The resulting residue was dissolved in 5 ml of an 80 % aqueous methanol solution and was charged into a column packed with 30 ml of neutral alumina, followed by elution with an 80 % aqueous methanol solution. Subsequently, bleomycin-containing fractions were collected and concentrated to dryness to obtain 195 mg of bleomycin hydrochloride (potency 650.7 mcg/mg, total potency 172 mg). The yield from the culture filtrate was 30.5 %.

brand name

Blenoxane (Bristol-Myers Squibb).

Therapeutic Function

Antibiotic

General Description

Colorless or yellowish powder. Possible bluish color depending on copper content.

General Description

Bleomycin is a glycopeptide antibiotic complex isolatedfrom Streptomyces verticillus initially by Umezawa.Atleast 13 different fractions of bleomycin have been isolatedwith the clinically used product (Blenoxane) being a mixtureof predominantly A22 (55%–70%) and B2 (25%–32%)fractions.Of these fractions, A2 appears to possessthe greatest antineoplastic activity. Copper is found inthe naturally occurring material, and its removal is importantfor the material used clinically because it significantlyreduces activity.
Bleomycin is notable for its lack of myelotoxicity, andthis allows it to be combined with other myelosuppressantswithout a resulting additive effect. The acute toxicities seenwith bleomycin are erythema (reddening of the skin), hyperpigmentation(skin darkening) found predominately on theextremities, and pulmonary toxicity. The pulmonary toxicitymay first occur as pneumonitis (inflammation of lung tissue),which normally responds to glucocorticosteroid therapy.Chronic pulmonary toxicity is expressed as pulmonaryfibrosis, which is irreversible and limits utility of the agent.

Air & Water Reactions

Water soluble

Hazard

Possible carcinogen.

Fire Hazard

Flash point data for Bleomycin are not available. Bleomycin is probably nonflammable.

Pharmaceutical Applications

The drug Bleomycin (BLM) is successfully used as an anticancer agent, and is known to cause fragmentation of the DNA. The drug is used for the treatment of testicular cancer, non-Hodgkin’s lymphoma, Hodgkin’s lymphoma and cancers of the head and neck area (Cancer research UK). The name Bleomycin describes a family of water-soluble antibiotics that can be isolated from the bacterium Streptomyces verticillus. All family members contain the same core structure, a sulfur-containing polypeptide chain, and are only differentiated by a small side group and the sugar moiety.
BLM was discovered 1966 by Umezawa et al. when they screened the filtrate of S. verticillus for cytotoxic activity. The therapeutically active forms of BLM are BLM A2 and B2, which differ only in the side chain. BLM is believed to exhibit its anticancer activity by DNA degradation, a process that is dependent on the presence of molecular oxygen, and the binding of a metal to BLM to form the so-called ‘activated BLM complex’.
The structure of BLM consists of several biologically important units, each contributing to its anticancer activity. Two structural units of importance to highlight are the metal-binding site and the DNA-binding site. It is believed that the intercalation of DNA by BLM occurs via the C-terminus, which contains two thiazole rings and the positively charged sulfonium salt. The positive charges of the sulfur atom can interact with the negatively charged phosphate backbones of the DNA. The metal-binding site can be found at the N-terminus and contains deprotonated amide and histidine groups. The metal is coordinated in a square planar complex, where a primary amine group occupies the axial position. It can coordinate to a variety of metals such as Cu2+, Co2+, Zn2+ and Fe2+, but it shows the highest binding affinity to Fe2+. The metal chelation and subsequent activation of molecular oxygen is crucial to the antiproliferative activity of BLM. The carbohydrate core seems to be less involved in the direct anticancer activity. Nevertheless, it has been suggested that it regulates the cellular uptake and indirectly regulates the anticancer activity.

Mechanism of action

Bleomycin is poorly absorbed orally, but it can be given by various parenteral routes. Its plasma half-life is not affected by renal dysfunction as long as creatinine clearance is greater than 35 mL/minute. Bleomycin hydrolase, which inactivates bleomycin, is an enzyme that is abundant in liver and kidney but virtually absent in lungs and skin; the latter two organs are the major targets of bleomycin toxicity. It is thought that bleomycin-induced dermal and pulmonary toxicities are related to the persistence of relatively high local concentrations of active drug.

Clinical Use

Bleomycin, in combination with cisplatin or etoposide, is important as part of the potentially curative combination chemotherapy of advanced testicular carcinomas. Bleomycin is used in some standard regimens for the treatment of Hodgkin’s and non-Hodgkin’s lymphomas, and it is useful against squamous cell carcinomas of the head and neck, cervix, and skin.

Side effects

A potentially fatal lung toxicity occurs in 10 to 20% of patients receiving bleomycin. Patients particularly at risk are those who are over 70 years of age and have had radiation therapy to the chest. Rarely, bleomycin also may cause allergic pneumonitis. Bleomycin skin toxicity is manifested by hyperpigmentation, erythematosus rashes, and thickening of the skin over the dorsum of the hands and at dermal pressure points, such as the elbows. Many patients develop a low-grade transient fever within 24 hours of receiving bleomycin. Less common adverse effects include mucositis, alopecia, headache, nausea, and arteritis of the distal extremities.

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid clozapine, increased risk of agranulocytosis.
Cytotoxics: increased pulmonary toxicity with cisplatin and brentuximab, avoid with brentuximab; in combination with vinca alkaloids can lead to Raynaud’s syndrome and peripheral ischaemia.
Live vaccines: avoid concomitant use.

Metabolism

The mechanism for bio-transformation is not yet fully known. Inactivation takes place during enzymatic breakdown by bleomycin hydrolase, primarily in plasma, liver and other organs and, to a much lesser degree, in skin and lungs. About 60-70% of the administered drug is excreted unchanged in the urine, probably by glomerular filtration. Approximately 50% is recovered in the urine in the 24 hours following an IV or IM injection. The rate of excretion, therefore, is highly influenced by renal function; concentrations in plasma are greatly elevated if usual doses are given to patients with renal impairment with only up to 20% excreted in 24 hours.

Bleomycin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Bleomycin Suppliers

Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9718
Advantage
55
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9459
Advantage
58
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9484
Advantage
50
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Zhengzhou Acme Chemical Co., Ltd.
Tel
0371-037163312495,13303845143 13303845143
Fax
QQ3001379618
Email
3001379618@qq.com
Country
China
ProdList
10002
Advantage
58
Aishilun biotechnology (Shanghai) co., LTD
Tel
021-50676523 18019098996
Email
info@acelybio.com
Country
China
ProdList
3960
Advantage
58
Wuhan Fortuna Chemical Co., Ltd
Tel
+86-027-59207850
Fax
86-27-59524646
Email
info@fortunachem.com
Country
China
ProdList
5978
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418671 +8618949823763
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34553
Advantage
58
Baoji Guokang Healthchem co.,ltd
Tel
+8615604608665 15604608665
Email
dominicguo@gk-bio.com
Country
CHINA
ProdList
9414
Advantage
58
Chongqing Chemdad Co., Ltd
Tel
+86-023-6139-8061 +86-86-13650506873
Email
sales@chemdad.com
Country
China
ProdList
39894
Advantage
58
Shenzhen wanle pharmaceutical co. LTD
Tel
86-755-2584 3999
Email
wanle@wanle.com.cn
Country
China
ProdList
2
Advantage
58
Shanghai jingkang bioengineering co., ltd.
Tel
021-54721350 13524668266
Fax
021-5
Email
2881505714@qq.com
Country
China
ProdList
7872
Advantage
58
CONIER CHEM AND PHARMA LIMITED
Tel
+8618523575427
Email
sales@conier.com
Country
China
ProdList
49374
Advantage
58
Wuhan Wiseman Bioengineering Co.,Ltd
Tel
027-59506022 13419526507
Fax
027-59506022
Email
13419526507@163.com
Country
China
ProdList
2943
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
Email
jiangnan@huidabiotech.com
Country
China
ProdList
3656
Advantage
58
Hubei yongkuo Technology Co., Ltd
Tel
027-59223108 15972152991
Fax
027-59223108
Email
1248580099@qq.com
Country
China
ProdList
9988
Advantage
58
Aleshan (Guangzhou) Biotechnology Co., Ltd
Tel
18636736628
Email
Araratbio@163.com
Country
China
ProdList
3342
Advantage
58
Shanghai kadel chemical technology co., LTD
Tel
021-4007787-550 400-7787-550
Email
2850202386@qq.com
Country
China
ProdList
10594
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
029-61856358 15229202216
Fax
029-88380327
Email
1020@dideu.com
Country
China
ProdList
10007
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-0571-89903882 15990081639
Email
sunshixuan@huidabiotech.com
Country
China
ProdList
3705
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24647
Advantage
58
Shanghai Huzhen Industrial Co., LTD
Tel
021-60345367 13916550749
Email
sales@shzbio.com
Country
China
ProdList
9966
Advantage
58
Jikang Chemical Industry Co. , Ltd.
Tel
0573-85609002 18157336032
Email
zhejia01@163.com
Country
China
ProdList
7859
Advantage
58
Hubei Enxing Biotechnology Co., Ltd
Tel
16621771607
Email
exbio_tech@163.com
Country
China
ProdList
8210
Advantage
58
Hangzhou Bingochem Co., Ltd.
Tel
0571-8512-5372
Email
sales@bingochem.com
Country
China
ProdList
21669
Advantage
58
career henan chemical co
Tel
+86-0371-86658258 +8613203830695
Email
sales@coreychem.com
Country
China
ProdList
29882
Advantage
58
SHANGHAI KEAN TECHNOLOGY CO., LTD.
Tel
+8613817748580
Fax
021-50175322
Email
cooperation@kean-chem.com
Country
China
ProdList
40066
Advantage
58
Henan Fengda Chemical Co., Ltd
Tel
+86-371-86557731 +86-13613820652
Fax
86-0371-86557731
Email
info@fdachem.com
Country
China
ProdList
20287
Advantage
58
Hangzhou ICH Biofarm Co., Ltd
Tel
+86-0571-28186870; +undefined8613073685410
Email
sales@ichemie.com
Country
China
ProdList
998
Advantage
58
LEAP CHEM CO., LTD.
Tel
+86-852-30606658
Email
market18@leapchem.com
Country
China
ProdList
24727
Advantage
58
Shanghai Ruili Spectrum Biotechnology Co., Ltd
Tel
021-64705760 18027310741
Email
1060496435@qq.com
Country
China
ProdList
4566
Advantage
58
Jiangxi Jianglan Pure Biological Reagent Co., Ltd.
Tel
--
Fax
--
Email
3245176082@qq.com
Country
CHINA
ProdList
6134
Advantage
58
Rhenbo (Shanghai) Biochemical Technology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6333
Advantage
58
Shanghai Zhuoli Biotechnology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
162
Advantage
58
Beijing Yiming Lianchuang Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
quling@ymbio.com
Country
CHINA
ProdList
7
Advantage
58
Chongqing Pu Like Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
pulikebio@163.com
Country
CHINA
ProdList
2802
Advantage
58
Beijing Beihua Hengxin Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
gbw114org@163.com
Country
CHINA
ProdList
25
Advantage
58
Shanghai Gantu Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
1920192055@qq.com
Country
CHINA
ProdList
1843
Advantage
58
Hangzhou Yuxin Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
haoxinbio@163.com
Country
CHINA
ProdList
6595
Advantage
58
Shanghai Huzhen Industrial Co., Ltd.
Tel
--
Fax
--
Email
shhzsw01@163.com
Country
CHINA
ProdList
6478
Advantage
58
Shanghai Yubo Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
shybio@126.com
Country
CHINA
ProdList
6967
Advantage
58
Shanghai Jingke Chemical Technology Co., Ltd.
Tel
--
Fax
--
Email
jingkehuaxue@163.com
Country
CHINA
ProdList
6972
Advantage
58
Beijing Zhijie Fangyuan Technology Co., Ltd.
Tel
--
Fax
--
Email
15810200961@163.com
Country
CHINA
ProdList
6984
Advantage
58
Beijing Chimingrui Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
famebio@163.com
Country
CHINA
ProdList
55
Advantage
58
Wuhan Saiwei Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
94302638@qq.com
Country
CHINA
ProdList
169
Advantage
58
Shanghai Zeye Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
shzeysw@163.com
Country
CHINA
ProdList
6549
Advantage
58
More
Less

View Lastest Price from Bleomycin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Bleomycin 11056-06-7
Price
US $0.00-0.00/mg
Min. Order
1mg
Purity
98%
Supply Ability
10g/month
Release date
2023-02-17
Hangzhou ICH Biofarm Co., Ltd
Product
Bleomycin 11056-06-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
20 tons
Release date
2023-06-26
Career Henan Chemical Co
Product
Bleomycin 11056-06-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,100kg
Release date
2019-07-04

11056-06-7, BleomycinRelated Search:


  • BLENOXANE
  • bleomicin
  • Bleocin
  • BLM
  • N1-(3-(dimethylsulfonio)propyl)bleomycinamide) (Bleomycin A2)
  • Bleocinbase
  • Bleomycin (usan 8ci9ci)
  • 4-(2,4-Dichloro-5-methoxyphenylamino)-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrile
  • Bleo Bleocin
  • BleoMycin sulphate(Mycin series)
  • Anti-Bloom Syndrome, N-Terminal antibody produced in rabbit
  • DNA helicase
  • RecQ protein-like 3
  • RecQ-like type 2
  • BLEO
  • BLEXANE
  • BLEOMYCIN SULFATE, STREPTOMYCES VERTICILLUS
  • BLEOMYCIN SULPHATE
  • Bleomycin (base and/or unspecified salts)
  • 3-[[2-[2-[2-[[(2S,3R)-2-[[(2S,3S,4R)-4-[[(2S)-2-[[6-Amino-2-[(1S)-3-amino-1-[[(2S)-2,3-diamino-3-oxopropyl]amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-3-[(2R,3S,4S,5S,6S)-3-[(2R,3S,4S,5R,6R)-4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3H-imidazol-4-yl)propanoyl]amino]-3-hydroxy-2-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]ethyl]-1,3-thiazol-4-yl]1,3-thiazole-4-carbonyl]amino]propyl-dimethylsulfanium
  • Bleomycin
  • 3-[[2-[2-[2-[[2-[[4-[[2-[[6-Amino-2-[3-amino-1-[(2,3-Diamino-3-oxopropyl)amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-3-[(2R,3S,4S,5S,6S)-3-[(2R,3S,4S,5R,6R)-4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3H-imidazol-4-yl)propanoyl]amino]-3-hydroxy-2-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]ethyl]-1,3-thiazol-4-yl]1,3-thiazole-4-carbonyl]amino]propyl-dimethylsulfanium hydrogen sulfate
  • 3-[[2-[2-[2-[2-[4-[2-[6-Amino-2-[1-(2-amino-2-carbamoyl-ethyl)amino-2-carbamoyl-ethyl]-5-methyl-pyrimidin-4-yl]carbonylamino-3-[3-[4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]o
  • Bleomycin Free Base
  • 11056-06-7
  • C55H85N17O21S3
  • C55H85N17H21S3
  • BioChemical
  • Antibiotics
  • Antibiotics A-F
  • Antibiotics A to Z
  • API's
  • Peptide Synthesis/Antibiotics