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Streptonigrin

Streptonigrin Structure
CAS No.
3930-19-6
Chemical Name:
Streptonigrin
Synonyms
NIGRIN;5278r.p.;nsc45383;NSC 83950;NSC 56748;valacidin;phaeomycin;BRUNEOMYCIN;AO 50165L302;streptonigran
CBNumber:
CB1333569
Molecular Formula:
C25H22N4O8
Molecular Weight:
506.46
MOL File:
3930-19-6.mol
Modify Date:
2024/7/2 8:55:00

Streptonigrin Properties

Melting point 301-303℃
Boiling point 595.12°C (rough estimate)
Density 1.4130 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. 2-8°C
solubility Chloroform:Methanol (1:1): 2 mg/ml
form A solid
pka 6.2-6.4 (1:1 aq dioxane)
color Light brown to brown
Merck 13,8907
BRN 599390

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P405-P501
Hazard Codes  T+
Risk Statements  28
Safety Statements  53-28-36/37/39-45
RIDADR  UN 3462 6.1/PG 1
WGK Germany  3
RTECS  TJ7350000
10-18
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 oral in mouse: 2330ug/kg
NFPA 704
0
4 0

Streptonigrin price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S1014 Streptonigrin from Streptomyces flocculus ≥98% 3930-19-6 1MG ₹10965.73 2022-06-14 Buy
Sigma-Aldrich(India) S1014 Streptonigrin from Streptomyces flocculus ≥98% 3930-19-6 5MG ₹43451.55 2022-06-14 Buy
Product number Packaging Price Buy
S1014 1MG ₹10965.73 Buy
S1014 5MG ₹43451.55 Buy

Streptonigrin Chemical Properties,Uses,Production

Chemical Properties

Brown to red solid. Soluble in polar solvents and alkaline solutions; insoluble in most nonpolar solvents and acid solutions.

Uses

Streptonigrin is an unusual aminoquinone with broad biological activity against bacteria, fungi, nematodes, viruses and tumour cells. Streptonigrin acts as a bioreductive agent, highly dependent on interactions with metal ions, notably iron, and plays an important role in free radical production through redox cycling of NAD(P)H:quinone oxidoreductase (NQO1).

Definition

ChEBI: Complex cytotoxic antibiotic obtained from Streptomyces flocculus or S. rufochronmogenus. It is used in advanced carcinoma and causes leukopenia.

Purification Methods

Streptonigrin is purified by TLC on pH 7-buffered silica gel plates (made from a slurry of Silica Gel 60 and 400mL of 0.05M phosphate buffer pH 7.0) and eluted with 5% MeOH/CHCl3. Material from the extracted band recrystallises from Me2CO or dioxane as almost black plates or needles. It is soluble in pyridine, Me2NCHO, aqueous NaHCO3 (some dec), and slightly soluble in MeOH, EtOH, EtOAc and H2O. It has UV max 248, 375-380nm ( 38,400 and 17,400). [Weinreb et al. J Am Chem Soc 104 536 1982, Rao et al. J Am Chem Soc 85 2532 1963.] Itis antineoplastic and causes severe bone marrow depression [Wilson et al. Antibiot Chemother 11 147 1961].

Streptonigrin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 72)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29900 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Dideu Industries Group Limited +86-29-89586680 +86-15129568250 China 26114 58 Inquiry
BOC Sciences 16314854226; +16314854226 United States 19743 58 Inquiry
changzhou huayang technology co., ltd +8615250961469 China 9821 58 Inquiry
Alfa Chemistry +1-5166625404 United States 21317 58 Inquiry
Henan Fengda Chemical Co., Ltd +86-371-86557731 +86-13613820652 China 20324 58 Inquiry
Shanghai Acmec Biochemical Technology Co., Ltd. +undefined18621343501 China 33350 58 Inquiry
rufocromomycin streptonigrin from streptomyces flocculus Streptonigrin, Streptomyces flocculus Bruneomycin, Nigrin 5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid 5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid Abbott Crystalline antibiotic AO 50165L302 NSC 56748 NSC 83950 2-Pyridinecarboxylicacid,5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-,(4R)- 5278r.p. nsc45383 BruneoMycin, Nigrin, RufocroMoMycin, Valacidin, RP 5278 rufochromomycin rufocromomycine streptonigran valacidin BRUNEOMYCIN STREPTONIGRIN NIGRIN 4-dimethoxyphenyl)-3-methyl-4-(2-hydroxy- Streptonigrin USP/EP/BP phaeomycin 3930-19-6 BioChemical Antibiotics N-S Antibiotics A to Z Antibiotics