CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1)
- Product Name
- CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1)
- CAS No.
- 66592-89-0
- Chemical Name
- CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1)
- Synonyms
- Kevetrin HCl;KEVETRIN, NSC 525990;Kevetrin (hydrochloride);Thioureidobutyronitrile HCl;Kevetrin hydrochloride, >98%;3-cyanopropyl carbamimidothioate;Kevetrin hydrochloride >=98% (HPLC);Thioureidobutyronitrile hydrochloride;Kevetrin hydrochloride, 10 mM in DMSO;4-Isothioureidobutyronitrile hydrochloride
- CBNumber
- CB42624925
- Molecular Formula
- C5H10ClN3S
- Formula Weight
- 179.67
- MOL File
- 66592-89-0.mol
CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1) Property
- Melting point:
- 125-127 °C
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO:38.0(Max Conc. mg/mL);211.5(Max Conc. mM)
Water:36.0(Max Conc. mg/mL);200.37(Max Conc. mM)
Ethanol:21.0(Max Conc. mg/mL);116.88(Max Conc. mM)
PBS (pH 7.2):10.0(Max Conc. mg/mL);55.66(Max Conc. mM) - form
- A crystalline solid
- color
- White to off-white
- Water Solubility
- H2O: 2mg/mL, clear
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML2184
- Product name
- Kevetrin hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $84.83
- Updated
- 2025/07/31
- Product number
- SML2184
- Product name
- Kevetrin hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $287
- Updated
- 2025/07/31
- Product number
- K0074
- Product name
- Kevetrin Hydrochloride
- Packaging
- 50MG
- Price
- $181
- Updated
- 2025/07/31
- Product number
- 28288
- Product name
- Kevetrin (hydrochloride)
- Packaging
- 5mg
- Price
- $62
- Updated
- 2024/03/01
- Product number
- 28288
- Product name
- Kevetrin (hydrochloride)
- Packaging
- 10mg
- Price
- $104
- Updated
- 2024/03/01
CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1) Chemical Properties,Usage,Production
Uses
4-Isothioureidobutyronitrile-13C2, 15N3 Hydrochloride acts as a reagent in the synthesis of nitrile derivatives and their pharmaceutical uses and compositions.
Biological Activity
Kevetrin is an activator/stabilizer of wild type p53 tumor suppressor protein in human lung carcinoma and ovarian cancer cells th at induces cell cycle arrest and apoptosis. Additionally Kevetrin down-regulates oncogenic mutant p53 in OVCAR-3 ovarian cancer cells. Kevetrin inhibits tumor growth in xenograft model of ovarian cancer.
Synthesis
628-20-6
17356-08-0
66592-89-0
General procedure for the synthesis of 3-cyanopropylisothiourea hydrochloride from 4-chlorobutanenitrile and thiourea: γ-chlorobutanenitrile (50 g, 48±3 mmol) and thiourea (4.04 g, 53.1 mmol) were dissolved in 40 mL of water. The reaction mixture was heated to reflux for 3 to 4 hours. After completion of the reaction, the water was removed by evaporation, 20 mL of ethanol was added and evaporated again, and this operation was repeated three times. Subsequently, 10 mL of methanol and 30 mL of acetone were added to the residue and the mixture was stirred for 1 hour. The crystalline product was collected by filtration and dried under high vacuum overnight. A final 5.44 g (30.3 mmol, yield 62 ± 7%) of white crystalline product was obtained with a melting point of 134-135 °C and a purity greater than 97%. The product was confirmed by 1H NMR (300 MHz, d6-DMSO): δ 1.89 (m, 2H), 2.63 (t, 2H, J = 7.2 Hz), 3.23 (t, 2H, J = 7.2 Hz), 3.38 (s, 3H). 13C NMR (75 MHz, d6-DMSO) δ 15.3, 25.0, 28.8, 119.8 , 169.7. molecular formula C5H10ClN3S, exact mass 179.03. mass spectral analysis showed m/z 179.03 (100.0%), 181.03 (32.1%), 180.03 (7.4%), 181.02 (4.5%), 182.03 (2.0%), 183.02 (1.5%). Elemental analysis calculated values (%): C 33.42, H 5.61, Cl 19.73, N 23.39, S 17.85; measured values: C 33.44, H 5.48, N 23.40, S 18.31.
in vivo
Kevetrin hydrochloride (150-200 mg/kg; i.p.; 20 d) induces ~40% cell death in OV-90 or OVCAR-3 xenograft tumors, also inhibits tumor growth and extents survival time of mice with tumor xenograft mode[2].
| Animal Model: | A2780 xenograft tumor model in nude mice[2] |
| Dosage: | 200 mg/kg |
| Administration: | Intraperitoneal injection; 3 times per week, for 20 days |
| Result: | Inhibited tumor growth and suppressed the tumor volume. |
| Animal Model: | SKOV-3 xenograft ascites model in mice[2] |
| Dosage: | 150 mg/kg |
| Administration: | Intraperitoneal injection |
| Result: | Prolonged the survival time of mice, and maintained 100% survival rate more over 35 days. |
References
[1] Patent: WO2010/135170, 2010, A2. Location in patent: Page/Page column 20-21
CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1) Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1) manufacturers
- Product
- CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1) 66592-89-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95%~99%
- Supply Ability
- per week:100kg
- Release date
- 2019-09-05