Home Cart 0 Sign in  

[ CAS No. 527-73-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 527-73-1
Chemical Structure| 527-73-1
Structure of 527-73-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 527-73-1 ]

Related Doc. of [ 527-73-1 ]

Alternatived Products of [ 527-73-1 ]

Product Details of [ 527-73-1 ]

CAS No. :527-73-1 MDL No. :MFCD00005185
Formula : C3H3N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :YZEUHQHUFTYLPH-UHFFFAOYSA-N
M.W : 113.07 Pubchem ID :10701
Synonyms :
2-Nitroimidazole

Calculated chemistry of [ 527-73-1 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 27.41
TPSA : 74.5 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.21
Log Po/w (XLOGP3) : 0.22
Log Po/w (WLOGP) : 0.32
Log Po/w (MLOGP) : -0.4
Log Po/w (SILICOS-IT) : -0.86
Consensus Log Po/w : -0.1

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.08
Solubility : 9.49 mg/ml ; 0.0839 mol/l
Class : Very soluble
Log S (Ali) : -1.34
Solubility : 5.12 mg/ml ; 0.0453 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.56
Solubility : 31.2 mg/ml ; 0.276 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 527-73-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P301+P310-P305+P351+P338 UN#:2811
Hazard Statements:H301-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 527-73-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 527-73-1 ]
  • Downstream synthetic route of [ 527-73-1 ]

[ 527-73-1 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 527-73-1 ]
  • [ 7720-39-0 ]
Reference: [1] RSC Advances, 2014, vol. 4, # 43, p. 22567 - 22574
[2] Patent: WO2018/160891, 2018, A1, . Location in patent: Page/Page column 497-498
  • 2
  • [ 527-73-1 ]
  • [ 7720-39-0 ]
  • [ 102998-00-5 ]
Reference: [1] Journal of the American Chemical Society, 1987, vol. 109, # 14, p. 4308 - 4314
  • 3
  • [ 42383-61-9 ]
  • [ 527-73-1 ]
YieldReaction ConditionsOperation in experiment
65%
Stage #1: With sodium nitrite In tetrafluoroboric acid; water; acetone at -20 - -10℃;
Stage #2: With copper(II) sulfate; sodium nitrite In tetrafluoroboric acid; water; acetone at 20℃; for 2 h;
2-Aminoimidazole sulfate (1.57 g, 6.01 mmol) was dissolved in water (10 mL) and fluoboric acid (50percent w/v, 7 mL). The solution was cooled to -20 °C in an acetone/dry ice bath, and a solution of sodium nitrite (4.14 g, 59.6 mmol) in water (10 mL) was added dropwise to it. The solution was stirred at -10 °C for 30 min, then poured into a solution of CuSO4 (20.0 g, 119 mmol) in water (200 mL). Additional sodium nitrite (4.14 g, 59.6 mmol) was added and the mixture was stirred at room temperature for 2 h. The solution was extracted with EtOAc (200 mL) in a continuous extractor for 6 h. The organic extract was evaporated in vacuo, and the residue was recrystallized from ethanol to afford compound 4 as yellow needles (870 mg, 65percent)
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 17, p. 5102 - 5106
  • 4
  • [ 7720-39-0 ]
  • [ 527-73-1 ]
Reference: [1] Organic Process Research and Development, 2014, vol. 18, # 7, p. 886 - 890
[2] Organic Mass Spectrometry, 1982, vol. 17, # 7, p. 299 - 303
  • 5
  • [ 15469-97-3 ]
  • [ 527-73-1 ]
Reference: [1] Inorganic Chemistry Communications, 2017, vol. 78, p. 32 - 36
[2] Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 253 - 256
  • 6
  • [ 527-73-1 ]
  • [ 74-88-4 ]
  • [ 1671-82-5 ]
YieldReaction ConditionsOperation in experiment
100% With caesium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere To a stirred solution of 2-nitro-lH- imidazole (500 mg, 4.42 mmol) in DMF (6 mL) was added CS2CO3 (4.3 g, 13.3 mmol) before introduction of Mel (942 mg, 6.63 mmol). The resulting mixture was heated to 50°C under N2 overnight. The reaction was quenched with aqueous NaHCC>3 (sat.) and extracted with EA (25 mL x 3). The combined organic layers was dried over Na2S04, filtered and concentrated. The crude product was purified by flash chromatography (silica gel, 0-50percent ethyl acetate in petroleum ether) to provide l-methyl-2-nitro-lH-imidazole (542-1) (530 mg, 100 percent) as a yellow solid. LC-MS (ESI): m/z (M+\) 128.1
Reference: [1] Patent: WO2016/4272, 2016, A1, . Location in patent: Paragraph 00798
  • 7
  • [ 527-73-1 ]
  • [ 4637-24-5 ]
  • [ 1671-82-5 ]
YieldReaction ConditionsOperation in experiment
93.5% at 80℃; for 2 h; To 2-nitro-(1H)-imidazole (2.0 g, 17.7 mmol)N,N-dimethylformamide dimethyl acetal (8.4 g, 70.7 mmol) was added dropwise to a solution of DMF (10 ml).The reaction was carried out at 80 ° C for 2 h. Add water (30ml) and ethyl acetate (25ml),The mixture was extracted with ethyl acetate (25×2 mL).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate under reduced pressure.The crude product was separated by column chromatography (eluent: dichloromethane: anhydrous methanol = 30:1).A pale yellow solid (2.1 g, 93.5percent) was obtained.The product purity is 99.7percent (mass fraction)
Reference: [1] Patent: CN108503583, 2018, A, . Location in patent: Paragraph 0051-0053; 0059; 0060
  • 8
  • [ 527-73-1 ]
  • [ 77-78-1 ]
  • [ 1671-82-5 ]
Reference: [1] New Journal of Chemistry, 2006, vol. 30, # 3, p. 349 - 358
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 527-73-1 ]

Nitroes

Chemical Structure| 1671-82-5

[ 1671-82-5 ]

1-Methyl-2-nitro-1H-imidazole

Similarity: 0.91

Chemical Structure| 121816-79-3

[ 121816-79-3 ]

4-Bromo-1-methyl-2-nitro-1H-imidazole

Similarity: 0.75

Chemical Structure| 22813-32-7

[ 22813-32-7 ]

2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Similarity: 0.66

Chemical Structure| 3034-38-6

[ 3034-38-6 ]

5-Nitro-1H-imidazole

Similarity: 0.63

Chemical Structure| 3034-42-2

[ 3034-42-2 ]

1-Methyl-5-nitroimidazole

Similarity: 0.59

Related Parent Nucleus of
[ 527-73-1 ]

Imidazoles

Chemical Structure| 1671-82-5

[ 1671-82-5 ]

1-Methyl-2-nitro-1H-imidazole

Similarity: 0.91

Chemical Structure| 121816-79-3

[ 121816-79-3 ]

4-Bromo-1-methyl-2-nitro-1H-imidazole

Similarity: 0.75

Chemical Structure| 22813-32-7

[ 22813-32-7 ]

2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Similarity: 0.66

Chemical Structure| 3034-38-6

[ 3034-38-6 ]

5-Nitro-1H-imidazole

Similarity: 0.63

Chemical Structure| 7720-39-0

[ 7720-39-0 ]

1H-Imidazol-2-amine

Similarity: 0.60