2-Hydroxy-naphthaldehyde

Names

[ CAS No. ]:
708-06-5

[ Name ]:
2-Hydroxy-naphthaldehyde

[Synonym ]:
2-Hydroxy-1-naphthaldehyde
2-hydroxynaphthalene-1-carboxaldehyde
1-naphthalenecarboxaldehyde, 2-hydroxy
1-Naphthalenecarboxaldehyde, 2-hydroxy-
EINECS 211-902-0
2-Hydroxy-naphthaldehyde
MFCD00004005
.β.-Hydroxy-.α.-naphthaldehyde

Biological Activity

[Description]:

CFL-137 is a potent KRasG12C inhibitor. CFL-137 shows an antiproliferative effect. CFL-137 shows anticancer activity. CFL-137 has the potential for the research of lung cancer[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> GPCR/G Protein >> Ras

[Target]

KRAS(G12C)

[In Vitro]

CFL-137 (72 h) 显示出抗增殖作用，对 H1792, SW1573, MiaPaca2, H358, A549, SW480, PANC-1, LCLC-103H, BxPC3, HCA-7, MRC-5, HUVEC-TERT, CCD-986Sk 细胞的 IC50 值分别为 11.4, 24.2, 24.5, 12.3, 43.3, 44.5, 27.63, 32.4, 46.9, 26.2, 25.0, 10.8, 66.2 µM[1]。

[In Vivo]

CFL-137 (5 mg/kg，5 次治疗；15 mg/kg，5 次治疗；30 mg/kg，3 次治疗；i.p.) 减少皮下人肺癌 H1792 (KRasG12C 突变体) 和 LCLC-103H (KRasWT) 小鼠肿瘤模型的生长[1]。 Animal Model: NOD/SCID female mice (KRasWT (LCLC-103H) or KRasG12C (H1792) tumors)[1] Dosage: 5 mg/kg, 5 treatments; 15 mg/kg, 5 treatments; 30 mg/kg, 3 treatments Administration: I.p. Result: Reduced tumor growth compared to the control group in KRasG12C mutated model for 32.5%.

[References]

[1]. Orgován Z, et al. Covalent fragment mapping of KRasG12C revealed novel chemotypes with in vivo potency. Eur J Med Chem. 2023 Mar 15;250:115212.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
305.8±0.0 °C at 760 mmHg

[ Melting Point ]:
82-85ºC

[ Molecular Formula ]:
C₁₁H₈O₂

[ Molecular Weight ]:
172.18

[ Flash Point ]:
134.3±13.0 °C

[ Exact Mass ]:
172.052429

[ PSA ]:
37.30000

[ LogP ]:
2.84

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.719

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QJ0300000

CHEMICAL NAME :: 1-Naphthaldehyde, 2-hydroxy-

CAS REGISTRY NUMBER :: 708-06-5

BEILSTEIN REFERENCE NO. :: 0742777

LAST UPDATED :: 199709

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C11-H8-O2

MOLECULAR WEIGHT :: 172.19

WISWESSER LINE NOTATION :: T66J BVH CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 710 mg/kg

TOXIC EFFECTS :: Behavioral - food intake (animal) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1170 mg/kg

TOXIC EFFECTS :: Behavioral - food intake (animal) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7250 mg/kg/5D-I

TOXIC EFFECTS :: Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),86,1986

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 15 gm/kg/30D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - urine volume decreased Blood - change in clotting factors Blood - changes in leukocyte (WBC) count

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),86,1986

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335-H400

[ Precautionary Statements ]:
P261-P273-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;N: Dangerous for the environment;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
UN 3077 9

[ WGK Germany ]:
2

[ RTECS ]:
QJ0300000

[ HS Code ]:
2912499000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2912499000

[ Summary ]:
2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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