Home Cart 0 Sign in  
X

[ CAS No. 76537-23-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 76537-23-0
Chemical Structure| 76537-23-0
Chemical Structure| 76537-23-0
Structure of 76537-23-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 76537-23-0 ]

Related Doc. of [ 76537-23-0 ]

Alternatived Products of [ 76537-23-0 ]

Product Details of [ 76537-23-0 ]

CAS No. :76537-23-0 MDL No. :MFCD09909644
Formula : C6H4ClN3 Boiling Point : -
Linear Structure Formula :- InChI Key :PTWXEVLXAHFMKK-UHFFFAOYSA-N
M.W :153.57 Pubchem ID :12841572
Synonyms :

Calculated chemistry of [ 76537-23-0 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 38.0
TPSA : 30.19 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.07 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.64
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 1.38
Log Po/w (MLOGP) : 0.1
Log Po/w (SILICOS-IT) : 1.16
Consensus Log Po/w : 1.19

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.5
Solubility : 0.488 mg/ml ; 0.00318 mol/l
Class : Soluble
Log S (Ali) : -1.9
Solubility : 1.94 mg/ml ; 0.0127 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.31
Solubility : 0.747 mg/ml ; 0.00486 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 76537-23-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 76537-23-0 ]

* 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 [ 76537-23-0 ]
  • Downstream synthetic route of [ 76537-23-0 ]

[ 76537-23-0 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 33332-29-5 ]
  • [ 2032-35-1 ]
  • [ 76537-23-0 ]
YieldReaction ConditionsOperation in experiment
49.75% With hydrogen bromide In isopropyl alcohol at 80℃; compound 5-a (2.6g, 20mmol), 2- bromo-1,1-diethoxyethane (12.0g, 60.89mmol) was dissolved in 30ml isopropanol was then added a solution of hydrogen bromide (10.5g, 62.22mmol), 80 deg. C stirred overnight. Completion of the reaction, cooled to room temperature, adjusted to pH 8 sodium hydrogen carbonate, extracted with dichloromethane, the combined organic phases separated, concentrated under reduced pressure to give a crude product which, by Combi-flash chromatography [DCM: MeOH = 90: 10 ~ 70: 30 ] to give a brown solid compound 16-b (2.3g), was used directly in the next reaction. Yield: 49.75percent, purity 96.63percent.
Reference: [1] Patent: CN105524068, 2016, A, . Location in patent: Paragraph 0286; 0287
[2] Journal of Medicinal Chemistry, 1983, vol. 26, # 3, p. 357 - 363
  • 2
  • [ 107-20-0 ]
  • [ 33332-29-5 ]
  • [ 76537-23-0 ]
YieldReaction ConditionsOperation in experiment
33% at 100℃; for 16 h; To a solution of 5-chloropyrazin-2-amine (2.5 g, 19.3 mmol) in IPA (25 mL) was added 2-chloroacetaldehyde (5.68 g, 28.95 mmol). The resulting mixture was stirred at 100 °C for 16 hours to give a black suspension. The reaction solution was cooled to room temperature and concentrated to give a residue. The residue was dissolved in EtOAc (150 mL) and K2C03 aqueous (60 mL). After separatation, the organic layer was washed with brine (50 mL x 2), dried over anhydrous Na2504, filtered and concentrated to give a crude product. The crudeproduct was purified by silica gel column with EtOAc in PE = (10percent to 50percent) to give 6- chloroimidazo[1,2-alpyrazine (1000 mg, 33percent yield) as a solid. ‘H NMR (400 MHz, CDC13) ö11 8.94 (s, 1H), 8.20 (s, 1H), 7.88 (s, 1H), 7.73 (s, 1H). LCMS R = 0.174 mm in 1.5 mm chromatography, MS ESI calcd. for C6H5C1N3 [M+H1 154.0, found 153.8.
Reference: [1] Patent: WO2018/98500, 2018, A1, . Location in patent: Page/Page column 93; 94; 124
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 76537-23-0 ]

Chlorides

Chemical Structure| 1245645-10-6

[ 1245645-10-6 ]

6-Chloro-3-iodoimidazo[1,2-a]pyrazine

Similarity: 0.79

Chemical Structure| 84066-16-0

[ 84066-16-0 ]

6,8-Dichloro-3-methylimidazo[1,2-a]pyrazine

Similarity: 0.70

Chemical Structure| 334893-99-1

[ 334893-99-1 ]

(5-Chloro-1-methyl-1H-imidazol-2-yl)methanol

Similarity: 0.67

Chemical Structure| 33332-29-5

[ 33332-29-5 ]

2-Amino-5-chloropyrazine

Similarity: 0.65

Chemical Structure| 642459-03-8

[ 642459-03-8 ]

6-Chloro-N-phenylpyrazin-2-amine

Similarity: 0.65

Related Parent Nucleus of
[ 76537-23-0 ]

Other Aromatic Heterocycles

Chemical Structure| 274-79-3

[ 274-79-3 ]

Imidazo[1,2-a]pyrazine

Similarity: 0.80

Chemical Structure| 1245645-10-6

[ 1245645-10-6 ]

6-Chloro-3-iodoimidazo[1,2-a]pyrazine

Similarity: 0.79

Chemical Structure| 84066-16-0

[ 84066-16-0 ]

6,8-Dichloro-3-methylimidazo[1,2-a]pyrazine

Similarity: 0.70

Chemical Structure| 1187830-84-7

[ 1187830-84-7 ]

5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine hydrochloride

Similarity: 0.69

Chemical Structure| 19943-95-4

[ 19943-95-4 ]

Imidazo[1,2-a]pyrazin-3-amine

Similarity: 0.69