2582-07-2

Basic information

• Product Name: benzothiazol-2-ylguanidine
• Synonyms: benzothiazol-2-ylguanidine;Guanidine, 2-benzothiazolyl- (9CI);1-(Benzothiazol-2-yl)guanidine;2-(Benzothiazol-2-yl)guanidine;GUANIDINE, N-2-BENZOTHIAZOLYL-
• CAS NO: 2582-07-2
• Molecular Formula: C₈H₈N₄S
• Molecular Weight: 192.24092
• EINECS: 219-955-1
• Product Categories: BENZOTHIAZOLE
• Mol File: 2582-07-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 405.2°C at 760 mmHg
• Flash Point: 198.9°C
• Appearance: /
• Density: 1.57g/cm³
• Vapor Pressure: 8.92E-07mmHg at 25°C
• Refractive Index: 1.799
• CAS DataBase Reference: benzothiazol-2-ylguanidine(CAS DataBase Reference)
• NIST Chemistry Reference: benzothiazol-2-ylguanidine(2582-07-2)
• EPA Substance Registry System: benzothiazol-2-ylguanidine(2582-07-2)

Safety Data

• Hazardous Substances Data: 2582-07-2(Hazardous Substances Data)

Usage

Description

Benzothiazol-2-ylguanidine is a chemical compound with a molecular formula of C9H9N5S, derived from benzothiazole and guanidine. It is commonly used as a rubber accelerator in the manufacturing of tires, acting as a vulcanization accelerator to speed up the process of cross-linking rubber molecules and increase the tensile strength and elasticity of the final product.

Uses

Used in Tire Manufacturing Industry:
Benzothiazol-2-ylguanidine is used as a rubber accelerator for enhancing the vulcanization process, which speeds up the cross-linking of rubber molecules and improves the tensile strength and elasticity of tires.
Used in Industrial Product Manufacturing:
Benzothiazol-2-ylguanidine is also used in the production of various industrial products such as conveyor belts, hoses, and seals, where its vulcanization properties contribute to the durability and performance of these items.
Safety Precautions:
It is important to handle benzothiazol-2-ylguanidine with caution, as it may cause skin and eye irritation. It should be stored and used in accordance with safety guidelines and regulations to ensure the well-being of workers and the environment.

InChI:InChI=1/C8H8N4S/c9-7(10)12-8-11-5-3-1-2-4-6(5)13-8/h1-4H,(H4,9,10,11,12)

Upstream product

• 127099-85-8 N-Cyanoguanidine 
• 137-07-5 2-amino-benzenethiol 
• 136-95-8 2-amino-benzthiazole 
• 867-44-7 S-Methylisothiourea sulfate 
• 420-04-2 CYANAMID 
• 147895-43-0 S-methylisothiourea hemisulphate 
• 793605-04-6 C₉H₉N₃S₂ 
• 76423-99-9 dimethyl N-(1,3-benzothiazol-2-yl) dithio imidocarbonate 
• 127099-85-8 dicyandiamide 

Downstream Products

• 132533-29-0 N⁴-(benzothiazol-2-yl)-N¹-phenylamidinothiourea 
• 380491-63-4 N²-(4-ethyl-5,6,7,8-tetrahydroquinazolin-2-yl)-1,3-benzothiazol-2-amine 
• 573930-39-9 2-(1,3-benzothiazol-2-ylamino)-5-cyano-4-phenylpyrimidine 
• 132533-36-9 N³-Benzothiazol-2-yl-N⁵-phenyl-[1,2,4]thiadiazole-3,5-diamine 
• 1002342-42-8 C₂₇H₂₁FN₄OS 
• 879613-45-3 2-(1,3-benzothiazol-2-ylamino)-5-benzoyl-6-methyl-4-phenyl-1,4-dihydro-pyrimidine 
• 1370024-64-8 N-[(1,3-benzothiazole-2-ylamino)(imino)methyl]-4-nitrobenzenesulfonamide 
• 1649461-62-0 (2Z)-4-amino-2-(1,3-benzothiazol-2-ylimino)-2,5-dihydro-1Himidazole-5-carbonitrile 

Relevant articles and documents

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Design, synthesis and pharmacological evaluation of pyrimidobenzothiazole-3-carboxylate derivatives as selective L-type calcium channel blockers

L-type voltage gated calcium channels play essential role in contraction of various skeletal and vascular smooth muscles, thereby plays important role in regulating blood pressure. Dihydropyridine receptors have been targeted for development of newer antihypertensive agents, one of the structurally analogs nucleus dihydropyrimidines have been reported earlier by us as a potential agent toward development of calcium channel modulator. A pre-synthetic QSAR was run and on the basis of structure activity relationship a series of twenty three molecules was synthesized and studied by myosin light chain kinase assay (MLCK), Angiotensin Converting Enzyme (ACE) colorimetric assay, non-invasive blood pressure (NIBP) and invasive blood pressure (IBP) methods. Molecules with significant efficacy were studied for their single crystal X-ray diffraction, molecular docking, molecular dynamics and post-synthetic QSAR. The NIBP and IBP methods screened molecules with better percentage inhibition versus time compared to standard drug Nifedipine. The lead compound ethyl 2-methyl-4-(3-nitrophenyl)-4H-pyrimido [2,1-b] [1,3] benzothiazole-3-carboxylate (26) presented a triclinic structure with polymeric chain packing in lattice. 26 exhibited IC50on MLCK assay of 2.1 ± 1.7 μM with selectivity of L-type calcium channels and comparative to Nifedipine. It offered satisfactory physicochemical properties with partition coefficient of (C log P) 4.64. Its pharmacokinetic profile is also good with Cmax at 0.40 μg/ml by oral route with Tmax reaching in 0.5 h which means in 30 min. 26 also exhibits superior t1/2 of 5.4 h and oral bioavailability of (F) 56.75% with an AUC∞ of 0.84 μg h/ml. Molecular docking studies indicates toward the interaction of lead compound via hydrogen bonds with Lys144, Glu181 and Asp183, it forms the Van der Walls interactions with Ser18, Asp20, Asn187, Pro185, Glu180, Glu181 and Arg10 with Glide score and Glide energy to be -3.602 and -47.098, respectively. Post-synthetic QSAR of newly synthesized molecules indicates toward improvement with respect to steric descriptor which contributed negatively in former series.

Synthesis of pyrimidine, dihydropyrimidinone, and dihydroimidazole derivatives under free solvent conditions and their antibacterial evaluation

The biologically active compounds of pyrimidine, dihydropyrimidinone, and dihydroimidazole have been synthesized in excellent yield under free solvent conditions. The antibacterial evaluation of the products showed a high inhibitory effect. Reaction of 2-guanidinobenzothiazole with several active methylene compounds has revealed formation of the corresponding pyrimidine, dihydropyrimidinone, and dihydroimidazole derivatives under free solvent conditions in very good yield. All compounds have been characterized on the basis of IR, 1H NMR, 13C NMR, mass spectrometry, and X-ray.