ChemicalBook > CAS DataBase List > CarbaMiMidothioic acid, 3-cyanopropyl ester, hydrochloride (1:1)

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

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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

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2184
Product name: Kevetrin hydrochloride
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $84.83
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML2184
Product name: Kevetrin hydrochloride
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $287
Updated: 2025/07/31

TCI Chemical

Product number: K0074
Product name: Kevetrin Hydrochloride
Packaging: 50MG
Price: $181
Updated: 2025/07/31

Cayman Chemical

Product number: 28288
Product name: Kevetrin (hydrochloride)
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 28288
Product name: Kevetrin (hydrochloride)
Packaging: 10mg
Price: $104
Updated: 2024/03/01

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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

Career Henan Chemical Co

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

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