DNOC | CAS#534-52-1 | agricultural chemical

DNOC
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 558039

CAS#: 534-52-1

Description: DNOC is an agricultural chemical.

Chemical Structure

DNOC

CAS# 534-52-1

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 558039
Name: DNOC
CAS#: 534-52-1
Chemical Formula: C7H6N2O5
Exact Mass: 198.03
Molecular Weight: 198.134
Elemental Analysis: C, 42.43; H, 3.05; N, 14.14; O, 40.37

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 350	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: DNOC; Chemsect; Degrassan; Dekrysil; Detal;

IUPAC/Chemical Name: 4,6-Dinitro-o-cresol; 2,4-Dinitro-6-methylphenol; 2,4-Dinitro-o-cresol; 2-Methyl-4,6-dinitrophenol

InChi Key: ZXVONLUNISGICL-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H6N2O5/c1-4-2-5(8(11)12)3-6(7(4)10)9(13)14/h2-3,10H,1H3

SMILES Code: CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

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Product Data:

Product Data

Instruction:

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Biological target:	DNOC is an agricultural chemical.
In vitro activity:	Similar effects as observed after DNBP exposure were evident at 10(-4)M DNOC and 10(-4)M DNP. These results demonstrate that DNBP, DNOC, and DNP have in vitro toxicity to these cell populations at high concentration, and suggest the possibility that DNOC and DNP also cause testicular damage in experimental animals and humans. Reference: Reprod Toxicol. 2003 Mar-Apr;17(2):247-52. https://pubmed.ncbi.nlm.nih.gov/12642158/
In vivo activity:	Five pesticides [amitraz, cyanazine, cyhexatin, dinitro-o-cresol (DNOC), and fenarimol] were tested as pure active ingredients for in vivo induction of DNA strand breaks on rat hepatocytes after intraperitoneal (ip) treatment. Two pesticides, fenarimol and DNOC, were capable of inducing DNA damage because they significantly increased the DNA unwinding rate. Reference: J Toxicol Environ Health. 1991 Dec;34(4):485-94. https://pubmed.ncbi.nlm.nih.gov/1960763/

Preparing Stock Solutions

The following data is based on the product molecular weight 198.13 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Heusinkveld HJ, van Vliet AC, Nijssen PC, Westerink RH. In vitro neurotoxic hazard characterisation of dinitrophenolic herbicides. Toxicol Lett. 2016 Jun 11;252:62-9. doi: 10.1016/j.toxlet.2016.04.014. Epub 2016 Apr 19. PMID: 27106277. 2. Takahashi KL, Aoyama H, Kawashima K, Teramoto S. Effects of dinoseb, 4,6-dinitro-o-cresol, and 2,4-dinitrophenol on rat Sertoli-germ cell co-cultures. Reprod Toxicol. 2003 Mar-Apr;17(2):247-52. doi: 10.1016/s0890-6238(02)00130-2. PMID: 12642158. 3. Grilli S, Ancora G, Rani P, Valenti AM, Mazzullo M, Colacci A. In vivo unwinding fluorimetric assay as evidence of the damage induced by fenarimol and DNOC in rat liver DNA. J Toxicol Environ Health. 1991 Dec;34(4):485-94. doi: 10.1080/15287399109531584. PMID: 1960763. 4. Ingebrigtsen K, Frøslie A. Intestinal metabolism of DNOC and DNBP in the rat. Acta Pharmacol Toxicol (Copenh). 1980 May;46(5):326-8. doi: 10.1111/j.1600-0773.1980.tb02462.x. PMID: 7376883.
In vitro protocol:	1. Heusinkveld HJ, van Vliet AC, Nijssen PC, Westerink RH. In vitro neurotoxic hazard characterisation of dinitrophenolic herbicides. Toxicol Lett. 2016 Jun 11;252:62-9. doi: 10.1016/j.toxlet.2016.04.014. Epub 2016 Apr 19. PMID: 27106277. 2. Takahashi KL, Aoyama H, Kawashima K, Teramoto S. Effects of dinoseb, 4,6-dinitro-o-cresol, and 2,4-dinitrophenol on rat Sertoli-germ cell co-cultures. Reprod Toxicol. 2003 Mar-Apr;17(2):247-52. doi: 10.1016/s0890-6238(02)00130-2. PMID: 12642158.
In vivo protocol:	1. Grilli S, Ancora G, Rani P, Valenti AM, Mazzullo M, Colacci A. In vivo unwinding fluorimetric assay as evidence of the damage induced by fenarimol and DNOC in rat liver DNA. J Toxicol Environ Health. 1991 Dec;34(4):485-94. doi: 10.1080/15287399109531584. PMID: 1960763. 2. Ingebrigtsen K, Frøslie A. Intestinal metabolism of DNOC and DNBP in the rat. Acta Pharmacol Toxicol (Copenh). 1980 May;46(5):326-8. doi: 10.1111/j.1600-0773.1980.tb02462.x. PMID: 7376883.

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1: Huţanu CA, Zaharia M, Pintilie O. Quenching of tryptophan fluorescence in the presence of 2,4-DNP, 2,6-DNP, 2,4-DNA and DNOC and their mechanism of toxicity. Molecules. 2013 Feb 18;18(2):2266-80. doi: 10.3390/molecules18022266. PubMed PMID: 23429343.

2: Uzer A, Ercag E, Parlar H, Apak R, Filik H. Spectrophotometric determination of 4,6-dinitro-o-cresol (DNOC) in soil and lemon juice. Anal Chim Acta. 2006 Oct 27;580(1):83-90. Epub 2006 Jul 26. PubMed PMID: 17723759.

3: Grilli S, Ancora G, Rani P, Valenti AM, Mazzullo M, Colacci A. In vivo unwinding fluorimetric assay as evidence of the damage induced by fenarimol and DNOC in rat liver DNA. J Toxicol Environ Health. 1991 Dec;34(4):485-94. PubMed PMID: 1960763.

4: Müller J, Haberzettl R. Mutagenicity of DNOC in Drosophila melanogaster. Arch Toxicol Suppl. 1980;4:59-61. PubMed PMID: 6776939.

5: Heusinkveld HJ, van Vliet AC, Nijssen PC, Westerink RH. In vitro neurotoxic hazard characterisation of dinitrophenolic herbicides. Toxicol Lett. 2016 Jun 11;252:62-9. doi: 10.1016/j.toxlet.2016.04.014. Epub 2016 Apr 19. PubMed PMID: 27106277.

6: Ye P, Lemley AT. Adsorption effect on the degradation of 4,6-o-dinitrocresol and p-nitrophenol in a montmorillonite clay slurry by AFT. Water Res. 2009 Mar;43(5):1303-12. doi: 10.1016/j.watres.2008.12.046. Epub 2009 Jan 8. PubMed PMID: 19167019.

7: Arildskov NP, Pedersen PG, Albrechtsen HJ. Fate of the herbicides 2,4,5-T, atrazine, and DNOC in a shallow, anaerobic aquifer investigated by in situ passive diffusive emitters and laboratory batch experiments. Ground Water. 2001 Nov-Dec;39(6):819-30. PubMed PMID: 11708448.

8: Quinto I, De Marinis E, Mallardo M, Arcucci A, Della Morte R, Staiano N. Effect of DNOC, Ferbam and Imidan exposure on mouse sperm morphology. Mutat Res. 1989 Dec;224(4):405-8. PubMed PMID: 2555709.

9: KING E, HARVEY DG. Some observations on the absorption and excretion of 4:6-dinitro-o-cresol (DNOC). Biochem J. 1953 Jan;53(2):185-95. PubMed PMID: 13032053; PubMed Central PMCID: PMC1198127.

10: ABELE G, MONTAG A. [Determination of 4,6-dinitro-o-cresol (DNoC) with nitron (1, 4-diphenyl-3, 5-endoanilo-1,2,4-triazoline)]. Arch Toxikol. 1958;17(3):206-9. German. PubMed PMID: 13606858.

11: SATO H. [POLAROGRAPHIC STUDIES OF ORGANIC COMPOUNDS. (21) POLAROGRAPHY OF PCNB AND DNOC]. Eisei Shikenjo Hokoku. 1963 Oct;81:8-10. Japanese. PubMed PMID: 14162055.

12: Buchinskiĭ VI. [Fatal DNOC (dinitrocresol) poisoning]. Sud Med Ekspert. 1974 Jan-Mar;17(1):52-3. Russian. PubMed PMID: 4840030.

13: Shormanov VK. [DNOC extractability from aqueous solutions]. Sud Med Ekspert. 1990 Jul-Sep;33(3):35-6. Russian. PubMed PMID: 2080538.

14: Fröslie A. The difference in methaemoglobin formation by 6-amino metabolites of DNOC and DNBP in ruminant and nonruminant animals with special reference to sheep and swine. Acta Pharmacol Toxicol (Copenh). 1971;30(3):238-47. PubMed PMID: 5171943.

15: Ishida T. [Substrate activation/inhibition of flavin oxidases in low-level oxygen]. Seikagaku. 2015 Jun;87(3):315-20. Review. Japanese. PubMed PMID: 26571596.

16: Castilho RF, Vicente JA, Kowaltowski AJ, Vercesi AE. 4,6-Dinitro-o-cresol uncouples oxidative phosphorylation and induces membrane permeability transition in rat liver mitochondria. Int J Biochem Cell Biol. 1997 Jul;29(7):1005-11. PubMed PMID: 9375380.

17: Starek A, Lepiarz W. Influence of some fats on 4,6-dinitro-o-cresol (DNOC) resorption from alimentary tract of rats. Pol J Pharmacol Pharm. 1974 Jul-Aug;26(5):485-91. PubMed PMID: 4427808.

18: Popov TA, Vrochinskiĭ KK. [Data on establishing a MPEL for DNOC in the water of reservoirs]. Gig Sanit. 1976 Jun;(6):12-5. Russian. PubMed PMID: 947800.

19: Mikolajek A. [The polarographic determination of 4,6-dinitro-o-cresol (DNOC) in blood and coagula]. Mikrochim Acta. 1969;(6):1229-36. German. PubMed PMID: 4378411.

20: Ingebrigtsen K, Frøslie A. Intestinal metabolism of DNOC and DNBP in the rat. Acta Pharmacol Toxicol (Copenh). 1980 May;46(5):326-8. PubMed PMID: 7376883.

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