Cupferron
Names
[ CAS No. ]:
135-20-6
[ Name ]:
Cupferron
[Synonym ]:
COPPERONE
CUPEFERRON
Kupferron
Cupferon
N-nitroso-N-phenyl-hydroxylamin,ammonium salt
EINECS 205-183-2
Benzenamine, N-hydroxy-N-nitroso-, ammonium salt
Kupferon
CUPFERRON,ACS
N-hydroxy-N-nitroso-benzenamine,ammonium salt
Ammonium Nitrosophenylhydroxylamine
N-nitrosophenyl hydroxylamine ammonium salt
Ammonium 2-oxo-1-phenylhydrazinolate
MFCD00078422
N-Nitroso-N-phenylhydroxylamine Ammonium Salt
N-Nitroso-N-phenyl-hydroxylamin,Ammonium-Salz
Chemical & Physical Properties
[ Boiling Point ]:
243.8ºC at 760 mmHg
[ Melting Point ]:
150-155 °C (dec.)(lit.)
[ Molecular Formula ]:
C6H9N3O2
[ Molecular Weight ]:
155.155
[ Flash Point ]:
101.3ºC
[ Exact Mass ]:
155.069473
[ PSA ]:
55.73000
[ LogP ]:
2.04840
[ Vapour Pressure ]:
0.0169mmHg at 25°C
[ Stability ]:
Stable, but may be moisture sensitive. Incompatible with strong oxidizing agents, strong bases, strong acids.
[ Water Solubility ]:
<0.1 g/100 mL at 18.5 ºC
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- NC4725000
- CHEMICAL NAME :
- Hydroxylamine, N-nitroso-N-phenyl-, ammonium salt
- CAS REGISTRY NUMBER :
- 135-20-6
- LAST UPDATED :
- 199706
- DATA ITEMS CITED :
- 18
- MOLECULAR FORMULA :
- C6-H6-N2-O2.H3-N
- MOLECULAR WEIGHT :
- 155.18
- WISWESSER LINE NOTATION :
- QNR&NO &ZH
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- Standard Draize test
- ROUTE OF EXPOSURE :
- Administration into the eye
- SPECIES OBSERVED :
- Rodent - rabbit
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 199 mg/kg
- TOXIC EFFECTS :
- Behavioral - muscle weakness Lungs, Thorax, or Respiration - dyspnea Skin and Appendages - dermatitis, other (after systemic exposure)
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 50 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 180 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Administration onto the skin
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- >5 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 123 gm/kg/78W-C
- TOXIC EFFECTS :
- Tumorigenic - Carcinogenic by RTECS criteria Vascular - tumors Liver - tumors
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 437 gm/kg/78W-C
- TOXIC EFFECTS :
- Tumorigenic - Carcinogenic by RTECS criteria Vascular - tumors Liver - tumors
- TYPE OF TEST :
- TD - Toxic dose (other than lowest)
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 9040 mg/kg/65W-C
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors
- TYPE OF TEST :
- Cytogenetic analysis
MUTATION DATA
- TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Human HeLa cell
- DOSE/DURATION :
- 2 mmol/L
- REFERENCE :
- CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 13,2389,1992 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1044 No. of Facilities: 6 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 23 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - A1044 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 136 (estimated) No. of Female Employees: 39 (estimated)
Safety Information
[ Symbol ]:
GHS06, GHS08
[ Signal Word ]:
Danger
[ Hazard Statements ]:
H301-H315-H319-H335-H351
[ Precautionary Statements ]:
P261-P281-P301 + P310-P305 + P351 + P338
[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
[ Hazard Codes ]:
T:Toxic;
[ Risk Phrases ]:
R25;R36/37/38;R40
[ Safety Phrases ]:
S26-S36/37-S45
[ RIDADR ]:
UN 2811 6.1/PG 3
[ WGK Germany ]:
3
[ RTECS ]:
NC4725000
[ Packaging Group ]:
III
[ Hazard Class ]:
6.1
[ HS Code ]:
3822009000
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ HS Code ]: 2928000090
[ Summary ]:
2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%
Articles
Bioorg. Med. Chem. Lett. 17 , 105-8, (2007)
Mandelate racemase (MR) catalyzes the 1,1-proton transfer that interconverts the enantiomers of mandelate. The transition state/intermediate analogues N-hydroxyformanilide (K(i)=2.79+/-0.19 microM) an...
Celecoxib prodrugs possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: synthesis, biological evaluation and nitric oxide release studies.Bioorg. Med. Chem. Lett. 20 , 4544-9, (2010)
A new class of anti-inflammatory (AI) cupferron prodrugs was synthesized wherein a diazen-1-ium-1,2-diolato ammonium salt, and its O(2)-methyl and O(2)-acetoxyethyl derivatives, nitric oxide (NO) dono...
Synthesis and characterization of lithium oxonitrate (LiNO).J. Inorg. Biochem. 118 , 128-33, (2013)
The oxonitrate(1-) anion (NO(-)), the one-electron reduction product of nitric oxide and conjugate base of HNO, has not been synthesized and isolated due to the inherent reactivity of this anion. The ...