Phenazino-1-carboxylic acid 申嗪霉素

申嗪霉素

中文名称: 吩嗪-1-羧酸
中文同义词: 吩嗪-1-羧酸;吩嗪-1-甲酸
英文名称: PHENAZINE-1-CARBOXYLIC ACID
英文同义词: PHENAZINE-1-CARBOXYLIC ACID;1-carboxylicacidphenazine;1-phenazinecarboxylicacid;emr211;nrrlb-1482;nrrlb-1576;phenazine-alpha-carboxylicacid;Tubermycin B
CAS号: 2538-68-3
分子式: C13H8N2O2
分子量: 224.21
分子式：C13H8N202
农药类别：杀菌剂

分析方法：高效液相色谱法
上海交通大学生命科学与技术学院通过实施市科技兴农重点攻关项目课题“双功能促生菌防治瓜类枯萎病害的研究”、“生物农药羧基吩嗪编码基因的克隆及功能研究”和“生物农药农乐霉素（M18）的研制”，获得了具有我国自主知识产权的荧光假单胞菌株M18，在我国率先研制出了具有广谱、高效、安全，能有效控制真菌性根腐和茎腐的生物农药，定名为“申嗪霉素”，并申请了申嗪霉素的两项发明专利。
M18是从作物根际土壤中筛选出多株自生细菌中分离出的抗生素，能广谱抑制各种农作物病原真菌，较化学药剂有着高效防治病害、促进作物高产优质、保护生态环境等优点，科研人员对M18展开了深入研究，研制出高产基因工程菌株，并使申嗪霉素发酵单位稳定在1000毫克/升左右，中试发酵水平达800毫克/升以上。
课题组先后在各地进行试验，申嗪霉素对蔓枯病、枯萎病和根腐病等平均防治效果达80%。现在，黄瓜和西瓜的枯萎病、甜瓜的蔓枯病、辣椒的根腐病等瓜果蔬菜难以治愈的顽症可以根治。

化学分类
理化性质
制剂外观为可流动、易测量体积的悬浮液体，存放过程中可能出现沉淀，但经手摇动应恢复原状，不应有结块。熔点241-242℃；溶于醇、醚、氯、仿、苯，微溶于水；在偏酸性及中性条件下稳定。

毒性
急性经口LD50 大鼠>5000mg/kg
急性经皮LD50 大鼠>5000mg/kg

功能特点
针对水稻纹枯病的致病机理，通过添加生物增效剂，使之成为防治水稻纹枯病的高效杀菌剂，具有治病和增产的双重功效。针对瓜果蔬菜的枯萎病、蔓枯病、根腐病、疫病等真菌病害均有效。
申嗪霉素是由荧光假单胞菌经生物培养分泌的一种抗菌素，同时具有广谱抑制植物病原菌并促进植物生长作用的双重功能，该生物杀菌剂具有广谱、高效的特点，能有效防治水稻、小麦、蔬菜等作物上的枯萎病、蔓枯病、疫病、纹枯病、稻曲病、稻瘟病、霜霉病、条锈病、菌核病、赤霉病、炭疽病、灰霉病、黑星病、叶斑病、青枯病、溃疡病、姜瘟及土传病害土壤处理。

生产厂家
上海农乐生物制品股份有限公司。

PHENAZINE-1-CARBOXYLIC ACID

CAS Number: 2538-68-3
Name: 1-Phenazinecarboxylic acid

Molecular Structure:

Formula: C13H8N2O2
Molecular Weight: 224.21
Synonyms: Phenazinecarboxylicacid (6CI);NSC 15851;Phenazine-a-carboxylic acid;Tubermycin B;
Density: 1.431 g/cm3
Boiling Point: 494.6 °C at 760 mmHg
Flash Point: 252.9 °C
Hazard Symbols: Xi

Usage
A microorganism based antimicrobial with high efficiency, low toxicity and good environmental compatibility. A key effective component of the pesticide M18.

Other characteristics of the 1-Phenazinecarboxylic acid can be summarised as followings: (1)ACD/LogP: 2.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.05; (4)ACD/LogD (pH 7.4): -0.62; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.53; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 52.08 Å2; (13)Index of Refraction: 1.769; (14)Molar Refractivity: 65.05 cm3; (15)Molar Volume: 156.6 cm3; (16)Polarizability: 25.78×10-24cm3; (17)Surface Tension: 77.8 dyne/cm; (18)Density: 1.431 g/cm3; (19)Flash Point: 252.9 °C; (20)Enthalpy of Vaporization: 80.25 kJ/mol; (21)Boiling Point: 494.6 °C at 760 mmHg; (22)Vapour Pressure: 1.34E-10 mmHg at 25°C.

Production method of this chemical: The 1-Phenazinecarboxylic acid could be obtained by the reactant of phenazine-1-carbonitrile. This reaction needs the reagent of aq. H2SO4. The yield is 75 %. In addition, this reaction should be taken for 1 hour at the temperature of 140 °C.

Uses of this chemical: The 1-Phenazinecarboxylic acid could react with methanol, and obtain the phenazine-1-carboxylic acid methyl ester. This reaction needs the reagent of H2SO4. The yield is 86 %.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(O)c2cccc1nc3c(nc12)cccc3
2.InChI: InChI=1/C13H8N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-7H,(H,16,17)
3.InChIKey: JGCSKOVQDXEQHI-UHFFFAOYAS

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 400mg/kg (400mg/kg) Antibiotiki. Vol. 26, Pg. 135, 1981.
Link to PubMed
mouse LD50 intravenous 400mg/kg (400mg/kg) "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 143, 1981.