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Nimorazole

CAS No.
6506-37-2
Chemical Name:
Nimorazole
Synonyms
K-1900;Esclama;Acterol;Naxogin;Nulogyl;Nimorazol;NIMORAZOLE;Acterol forte;Nitrimidazine;Nimorazole, >=98%
CBNumber:
CB1839955
Molecular Formula:
C9H14N4O3
Molecular Weight:
226.23
MDL Number:
MFCD00866796
MOL File:
6506-37-2.mol
MSDS File:
SDS
Last updated:2023-09-04 15:51:00

Nimorazole Properties

Melting point 110-111°
Boiling point 367.84°C (rough estimate)
Density 1.2673 (rough estimate)
refractive index 1.6300 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka 6.65±0.10(Predicted)
form Solid
color Off-White to Yellow
CAS DataBase Reference 6506-37-2
FDA UNII 469ULX0H4G
ATC code P01AB06
NIST Chemistry Reference Nimorazole(6506-37-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H340-H361d
Precautionary statements  P201-P308+P313
HS Code  2934999090
Toxicity LD50 orally in mice: 1530 mg/kg (Cavalleri)
NFPA 704
0
1 0

Nimorazole price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1935 Nimorazole ≥98% (HPLC) 6506-37-2 10MG $37.6 2023-01-07 Buy
Sigma-Aldrich SML1935 Nimorazole ≥98% (HPLC) 6506-37-2 50MG $128 2023-01-07 Buy
Cayman Chemical 29153 Nimorazole 6506-37-2 25mg $60 2024-03-01 Buy
Cayman Chemical 29153 Nimorazole 6506-37-2 50mg $92 2024-03-01 Buy
Cayman Chemical 29153 Nimorazole 6506-37-2 10mg $34 2024-03-01 Buy
Product number Packaging Price Buy
SML1935 10MG $37.6 Buy
SML1935 50MG $128 Buy
29153 25mg $60 Buy
29153 50mg $92 Buy
29153 10mg $34 Buy

Nimorazole Chemical Properties,Uses,Production

Description

Nimorazole is 5-nitroimidazole with antimicrobial and radiosensitizing activities. It is active against T. vaginalis in a Coulter counter antimicrobial assay (EC50 = 2.55 fmol/cell) and G. intestinalis (IC50 = 0.393 μM). Nimorazole reduces the number of vaginal trichomonads in a mouse model of T. vaginalis intravaginal infection (ED50 = 5.62 mg/kg). Under hypoxic conditions, nimorazole enhances radiation-induced SCC-7 tumor cell death in vitro and in vivo.

Originator

Naxogin,Carlo Erba,UK,1970

Uses

Nimorazole is an antimicrobial with activity against anaerobic bacteria and protozoa.

Definition

ChEBI: Nimorazole is a member of imidazoles and a C-nitro compound.

Manufacturing Process

6 g 4(5)-nitroimidazole sodium salt and 9 g β-chloroethylmorpholine are allowed to react in 200 ml dry toluene. The mixture is refluxed for 50 hours, then cooled and filtered from the solid residue. The solvent is evaporated under reduced pressure. The half-solid product thus obtained solidifies by addition of petroleum ether and ethyl ether.
Crystallization from water results in N-β-ethylmorpholino-(5)-nitroimidazole (melting point 110°C to 111°C); from mother liquors N-β-ethylmorpholino- (4)-nitroimidazole (melting point 104°C to 106°C) is obtained.
The following procedure is given in US Patent 3,458,528: 78 grams (0.675 mol) of 5-nitroimidazole is dissolved in 1,500 ml of acetic acid upon the addition of 72 ml (0.57 mol) of boron trifluoride etherate. 175 ml (3.5 mols) of ethylene oxide in 175 ml of hexane, in a dropping funnel topped with a cold finger, is added slowly over 1 hour to the above solution maintained at 32° to 35°C with a water cooling bath. The mixture is concentrated under high vacuum to 100 to 150 ml volume. The residue is diluted with 500 ml of water, neutralized to pH 7 with aqueous sodium hydroxide, and extracted with 1.5 liters of ethyl acetate. The extract is dried and evaporated to yield 1-(2'- hydroxyethyl)-5-nitroimidazole.
20 grams (0.127 mols) of 1-(2'-hydroxyethyl)-5-nitroimidazole in 50 ml of dry pyridine is reacted with 75 grams of p-toluenesulfonyl chloride at 15°C for 4 hours. The reaction mixture is poured into ice and water and the crystalline precipitate is separated by filtration, washed with water and air dried to yield 1-(2'-p-toluenesulfonyloxyethyl)-5-nitroimidazole; MP 126° to 127°C.
16 grams, (0.057 mol) of 1-(2'-p-toluenesulfonyloxyethyl)-5-nitroimidazole and 9.3 ml of morpholine are heated at 95°C for 4 hours. The reaction mixture is taken up in water and extracted with ether. Evaporation of the ether yields 1-(2'-N-morpholinylethyl)-5-nitroimidazole; MP 109° to 110°C.

Therapeutic Function

Trichomonacidal

Pharmaceutical Applications

An orally administered 5-nitroimidazole. It is slightly soluble in water at room temperature, soluble in alcohols, acetone and chloroform. The spectrum includes T. vaginalis, G. lamblia, E. histolytica, anaerobic bacteria and G. vaginalis. Activity against B. fragilis and Fusobacterium spp. is similar to or slightly less than that of metronidazole (mean MIC 0.25–1 mg/L).
A peak blood concentration of about 32 mg/L occurs within 2 h of a 500 mg oral dose. High concentrations are achieved in saliva and vaginal secretions. Excretion is principally via the urine where the drug appears as metabolites which display antimicrobial and antiprotozoal activity less than that of the parent drug.
It is generally well tolerated even at the high doses required in conjunction with radiotherapy for the treatment of head and neck tumors. Adverse effects are the same as those of metronidazole. Disulfiram-like reactions appear to be rare.
Clinical uses are similar to those of metronidazole. It is also used as a hypoxic radiosensitizer in the radiotherapy of head and neck tumors.

Nimorazole Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 117)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3586 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9358 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Shaanxi Didu New Materials Co. Ltd
+86-89586680 +86-13289823923 1026@dideu.com China 9116 58

View Lastest Price from Nimorazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nimorazole USP/EP/BP pictures 2021-06-24 Nimorazole USP/EP/BP
6506-37-2
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
NiMorazole  pictures 2020-05-10 NiMorazole
6506-37-2
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
Nimorazole pictures 2019-09-06 Nimorazole
6506-37-2
US $1.00 / KG 1KG 95% 2kg Career Henan Chemical Co
  • NiMorazole  pictures
  • NiMorazole
    6506-37-2
  • US $1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
  • Nimorazole pictures
  • Nimorazole
    6506-37-2
  • US $1.00 / KG
  • 95%
  • Career Henan Chemical Co

Nimorazole Spectrum

Nimorazole 4-[2-(5-Nitroimidazol-1-yl)ethyl]morpholine Nimorazole, 6506-37-2 1-(2-N-Morpholinylethyl)-5-nitroimidazole Acterol Acterol forte Esclama Morpholine, 4-[2-(5-nitro-1H-imidazol-1-yl)ethyl]- Morpholine, 4-[2-(5-nitroimidazol-1-yl)ethyl]- 4-(2-NITROIMIDAZOL-1-YL)ETHYL)MORPHOLINE Nimorazole, >=98% NIMORAZOLE 4-[2-(5-Nitroimidazol-1-yl)ethyl]morpholine 4-[2-(5-Nitro-1H-imidazol-1-yl)ethyl]morpholine K-1900 Naxogin Nitrimidazine Nulogyl 1-(.beta.-Morpholinoethyl)-5-nitroimidazole 1-( -Morpholinoethyl)-5-nitroimidazole NITRIMIDAZINE; NAXOGIN Nimorazol Nimorazole USP/EP/BP 6506-37-2 6505-37-2 Inhibitors API